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Synthesis of 3,5-disubstituted isoxazoles by domino reductive Nef reaction/cyclization of β-nitroenones

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00232F, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Muhammad Ehtisham Ibraheem Khan, Tomas Lighuen Cassini, Marino Petrini, Alessandro Palmieri
β-Nitroenones were converted into 3,5-disubstituted isoxazoles via a domino reaction promoted by tin(II) dichloride. The protocol efficiently works under both microwave and flow conditions.
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Click synthesis of dendronized malonates for the preparation of amphiphilic dendro[60]fullerenes

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D3OB01986A, Paper
Carlos Cruz-Hernández, Perla Y. López-Camacho, Gustavo Basurto-Islas, Aaron Rojas, Patricia Guadarrama, Melchor Martínez-Herrera
Click chemistry is a valuable methodology for obtaining dendronized malonate derivatives to derivatize C60 using the Bingel–Hirsch reaction.
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Coumarin–azasugar–benzyl conjugates as non-neurotoxic dual inhibitors of butyrylcholinesterase and cancer cell growth

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00312H, Paper
I. Caroline Vaaland Holmgard, Aday González-Bakker, Eleonora Poeta, Adrián Puerta, Miguel X. Fernandes, Barbara Monti, José G. Fernández-Bolaños, José M. Padrón, Óscar López, Emil Lindbäck
Coumarin–azasugar–benzyl conjugates were obtained through the CuAAC reaction, displaying dual anti-Alzheimer and anti-cancer activity in vitro and no neurotoxicity.
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Catalytic asymmetric construction of helicenes via transformation of biaryls

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00012A, Review Article
Peiling Fan, Lun Li, Deyun Qian
Chiral helicenes can be built by catalytic asymmetric transformation of pre-existing, easily accessible biaryl precursors using conceptually novel strategies such as olefin metathesis, alkyne hydroarylation, C–X coupling, and C–H functionalization.
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Metal- and light-free decarboxylative direct C–H alkylation of heteroarenes at room temperature

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00187G, Paper
Tong-Bo Zhang, Xi-Dong Guan, Yan Gao, Shi-Chao Lu, Bing-Long Li
This study reports a metal- and light-free decarboxylative C–H alkylation of heteroarenes at room temperature.
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Dehydrative alkynylation of 3-hydroxyisoindolinones with terminal alkynes for the synthesis of 3-alkynylated 3,3-disubstituted isoindolinones

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00190G, Paper
Kai-Cheng Yang, Shi-Lu Zheng, Zhong Wen, Yu-Shan Zhang, Hai-Liang Ni, Long Chen
A HOTf or Fe(OTf)3-catalyzed dehydrative alkynylation of 3-hydroxyisoindolinones with terminal alkynes was developed, which represents a brand-new procedure for the synthesis of 3-alkynylated 3,3-disubstituted isoindolinones.
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Diastereoselective synthesis of functionalized spiroindolines via intramolecular ipso-iodocyclization/nucleophile addition cascade reactions of indole-tethered ynones

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00112E, Paper
Debojyoti Bag, Sanghapal D. Sawant
Herein, we describe a highly diastereoselective approach for synthesizing polyfunctionalized spiroindolines from indolyl-ynones involving an ipso-iodocyclization/nucleophile addition cascade.
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Copper catalyzed dehydrogenative cyclization, alkenylation towards dihydroquinolinones

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00134F, Paper
Pari Keerthana, Fazlur-Rahman Nawaz Khan
An efficient copper-catalysized one-pot sequential synthesis of alkenylated quinolinyldihydroquinolinones is reported utilizing ketones, 1,3-cyclohexanediones, and benzyl alcohols via dehydrogenative cyclisation, followed by alkenylation. This highly straightforward method provides a mild...
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A rhodium-catalyzed cascade C–H activation/annulation strategy for the expeditious assembly of pyrrolidinedione-fused 1,2-benzothiazines

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00193A, Paper
Yinsong Wu, Guanghao Shi, Yanan Liu, Yangzilin Kong, Mengdi Wu, Demao Wang, Xiaobing Wu, Yongjia Shang, Xinwei He
We have developed a cascade annulation strategy triggered by rhodium(III)-catalyzed C–H activation for the expeditious assembly of pyrrolidinedione-fused 1,2-benzothiazines from free NH-sulfoximines with maleimides under mild conditions.
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Generation of sulfones utilizing β-sulfinyl esters as masked aryl sulfinates under redox-neutral conditions

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00238E, Communication
Yixin Zhang, Zhu Yang, Hongjun Yang, Xuefeng Li, Lu Yang
A method for generation of SVI sulfones from β-sulfinyl esters (SIV) under transition-metal-free non-oxidative mild conditions is presented.
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HFIP-mediated C-3-alkylation of indoles and synthesis of indolo[2,3-b]quinolines & related natural products

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00414K, Paper
Auqib Rashid, Waseem I. Lone, Preeti Dogra, Showkat Rashid, Bilal A. Bhat
An expeditious metal free C-3 alkylation of indoles and its NIS-mediated deviation to indolo[2,3-b]quinolines is reported. Applications of these strategies in accessing bioactive natural products have also been demonstrated.
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A copper-catalyzed asymmetric Friedel–Crafts hydroxyalkylation of pyrazole-4,5-diones with 5-aminoisoxazoles

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00322E, Communication
Siyu Gao, Xiang Sun, Sijie Peng, Zhenggen Zha, Qi Sun, Zhiyong Wang
An asymmetric Friede-Crafts hydroxyalkylation reaction was developed under the catalysis of chiral copper complexes. A variety of pyrazolone derivatives were obtained with excellent yields and enantioselectivities.
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nes

Copper-catalyzed ortho-thiocyanation of aromatic amines

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00137K, Communication
Monak Patel, Nitish Kumar, Hussain Bhukya, Bharatkumar Z. Dholakiya, Togati Naveen
Here, we described an efficient ortho- C(sp2)-H thiocyanation of anilines for the synthesis of aryl thiocyanates. This protocol tolerates a variety of aromatic amines to provide the desired products in good to excellent yields.
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Rh(III)-catalysed C-H annulation of cis-stilbene acids with 2-diazo-1,3-diketones: A facile access to 6,7-dihydrobenzofuran-4(5H)-one and α-pyrone scaffolds

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00151F, Paper
Shankaraiah Nagula, Mary Sravani Galla, Nandini B. Kale, Akshay Kumawat, Darshana Bora
An efficient Rh(III)-catalysed C-H functionalization, tandem annulation of cis-stilbene acids using 2-diazo-1,3-diketones was devised. The protocol has solely afforded 6,7-dihydrobenzofuran-4(5H)-ones using alicyclic diazocarbonyls via decarbonylation and α-pyrones with aliphatic diazo...
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The synthesis of alk-2-ynl Weinreb amides via Pd/Cu-catalysed oxidative carbonylation of terminal alkynes

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00290C, Paper
Bharati Mourya, Sandip T. Gadge, Bhalchandra M. Bhanage
Synthesis of alk-2-ynl-Weinreb amides via Pd-catalyzed oxidative carbonylation of terminal alkynes and N,O-dimethylhydroxylamine hydrochloride at room temperature under low CO/O2 pressure is reported for the first time.
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Synthesis of alkenylphosphine oxides via Tf2O promoted addition–elimination of ketones and secondary phosphine oxides

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00318G, Communication
Jiangkai Ma, Lianjie Wang, Anjiang Qiao, Zhongxian Li, Fengqian Zhao, Junliang Wu
An efficient method for the synthesis of alkenylphosphine oxides via the addition-elimination of SPOs to ketones has been developed. The reaction exhibits good yields and compatibility. Several conversions have also proven the value of this method.
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Electrochemical nickel-catalyzed cross-coupling of glycosyl thiols with preactivated phenols and ketones

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00442F, Communication
Fuxin Li, Hui Liu, Wanyu Xing, Qingju Zhang, Liming Wang
Here we report an efficient electrochemical nickel-catalyzed cross-coupling reaction for the synthesis of S-glycosides from preactivated phenols and ketones.
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Stereoselective Synthesis of gem-Dihalopiperidines via Halo-Aza-Prins Cyclization Reaction: Access to Piperidin-4-ones and Pyridines

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00338A, Paper
Anil Kumar Saikia, Surjya Kumar Bora, Subhamoy Biswas, Bipin Kumar Behera
An efficient methodology for the synthesis of 4,4-dihalopiperidine derivatives has been developed from N-(3-halobut-3-en-1-yl)-4-methylbenzenesulfonamide and aldehyde catalyzed by In(OTf)3 in excellent yields. The reaction involves an initial formation of six...
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Reduction of sulfoxides catalyzed by the commercially available manganese complex MnBr(CO)5

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00204K, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Daniel Leal Lourenço, Ana Cristina Fernandes
A new methodology for the reduction of a wide variety of aliphatic and aromatic sulfoxides catalyzed by the air-stable, cheap and commercially available manganese catalyst MnBr(CO)5 with excellent yields is...
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Photogenerated chlorine radicals activate C(sp3)–H bonds of alkylbenzenes to access quinazolinones

Org. Biomol. Chem., 2024, 22,2968-2973
DOI: 10.1039/D4OB00129J, Communication
Xin-Yao Pan, Gui-Xia Sun, Fang-Ping Huang, Wen-Jian Qin, Qing-Hu Teng, Kai Wang
An Fe-catalyzed visible-light induced condensation of alkylbenzenes with anthranilamides has been developed.
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Iron-catalyzed selective construction of indole derivatives via oxidative C(sp3)–H functionalization of indolin-2-ones

Org. Biomol. Chem., 2024, 22,3073-3079
DOI: 10.1039/D4OB00133H, Paper
Wei Chen, Lang-Qi Wen, Xiao-Bing Lu, Hui Zhou
We have developed a clean and efficient iron-catalyzed C(sp3)–H functionalization of indolin-2-ones for the chemodivergent synthesis of value-added indole derivatives, including isatins, and symmetrical and non-symmetrical isoindigos.
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Charge-transfer inclusion complex formation of the tropylium cation with prism[6]arenes

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00423J, Communication
Guojiao Zhang, Channi Cheng, Zhengxiang Li, Dezhi Zhao, Chengyou Han
We report that charge-transfer (CT) inclusion complexes were formed between prism[6]arenes and tropylium cation. Additionally, the CT complex showed Cl/Ag+ responsiveness which can be easily monitored by the naked eye.
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BBr3-mediated dearomative spirocyclization of biaryl ynones: facile access to spiro[5.5]dienones

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00274A, Communication
Gaurav Jaiswal, Subhas Chandra Pan
BBr3 mediated dearomative spirocyclization of biaryl ynones has been reported for the direct synthesis of spiro[5.5]dienones with a tri-substituted double bond.
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Exploring the mechanism of the reductive amination of acetophenones via Borch approach: the role of the acid catalyst

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00160E, Paper
João Pedro Albuquerque Souza, Amanda Krauskopf Jacobs, Leandro Piovan, Renan Borsoi Campos
The energetic viability of several mechanistic variations of the reductive amination of acetophenones via the Borch approach was reexamined through density functional theory calculations. The crucial involvement of the acid...
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3-Halo-5,6-dihydro-4H-1,2-oxazine N-oxides as synthetic equivalents of unsaturated nitrile oxides in the [3 + 2]-cycloaddition with arynes: synthesis of substituted 3-vinyl-1,2-benzisoxazoles

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00391H, Communication
Alexander A. Lukoyanov, Svetlana A. Aksenova, Andrey A. Tabolin, Alexey Yu. Sukhorukov
3-Halo-1,2-oxazine N-oxide derivatives act as surrogates of vinyl nitrile oxides in tandem [3 + 2]-cycloaddition/[3 + 2]-cyclofragmentation with arynes leading to benzisoxazoles.
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Electro-oxidative three-component cascade coupling of isocyanides with elemental sulfur and amines for the synthesis of 2-aminobenzothiazoles

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00432A, Paper
Peng-Fei Huang, Jia-Le Fu, Ying Peng, Jian-Hong Fan, Long-Jin Zhong, Kewen Tang, Yu Liu
2-Aminobenzothiazoles are commonly encountered in various functional compounds. Herein, we disclose an electro-oxidative three-component reaction for the effective synthesis of 2-aminobenzothiazoles under mild conditions, utilizing non-toxic and abundant elemental sulfur...
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Synthesis of Deuteriodifluoromethylthiolated Isocoumarins-1- imines and Isocoumarins Enabled by Multi-Component Reagents System (MCRS)

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00328D, Communication
Xuemin Li, Haofeng Shi, Jiaxin He, Jialiang Wu, Fengxia Sun, Yunfei Du
The combining use of BnSCF2D, mCPBA and Tf2O serves as an efficient multi-component reagents system (MCRS) for the synthesis of deuteriodifluoromethylthiolated isocoumarins-1-imines/isocoumarins via intramolecular cyclization/ deuteriodifluoromethylthiolation of 2-alkynylbenzamide/2-alkynylbenzoates. The approach...
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TEMPO/PhI(OAc)2 promotes the α-aminophosphinoylation of alcohols with amines and H-phosphine oxides in aqueous medium

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00302K, Communication
Qiang Huang, Xin Jin, Lvjia Wu, Jiangdong Li, Qianlu Xing, Xianheng Wang, Changkuo Zhao
The aminophosphinoylation of alcohols with amines and H-phosphine oxides provides an efficient and mild approach to access various α-aminoalkylphosphine oxides in good yields with good tolerance of functional groups using H2O as a clean solvent.
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An FeCl3-catalyzed three-component reaction for the synthesis of β-(1,2,3-triazolyl)-ketones using DMF as a one-carbon source

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00207E, Communication
Ruilin Fang, Lei Zheng, Xuyang Chen, Can Wang, Yunfeng Chen
FeCl3-catalyzed oxidative condensation of NH-1,2,3-triazoles and aryl methyl ketones and DMF has been reported.
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New Generation of Highly Reactive Allylborating Agents For Cu(I)-Catalyzed Allylation of Chiral Sulfinylimines

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00291A, Paper
Michael S. Alexeev, Tatyana V. Strelkova, Michail M. Ilyin, Jr., Yulia V. Nelyubina, Ivan A. Bespalov, Michael Medvedev, Victor N Khrustalev, Nikolai Kuznetsov
The implementation of selective catalytic processes with highly active reagents is an attractive strategy that meets modern principles of sustainable development of chemistry. In the current study, we for the...
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Regioselective synthesis of 4-arylamino-1,2-naphthoquinones in eutectogel as a confined reaction medium using LED light

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00140K, Communication
R. Vara Prasad, Yogendra Kumar, R. Arun Kumar, Tohira Banoo, Subbiah Nagarajan
The use of a simple carbohydrate-derived eutectogel facilitating a LED-light-induced regioselective synthesis of 4-arylamino-1,2-naphthoquinones in good yields is reported.
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Efficient synthesis of SCF3-containing 3-alkenylquinoxalinones via three-component radical cascade reaction

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00363B, Paper
Si-Yu Wang, Chu Liu, Wei Yang, Zhong-Ying Tian, Lin Yuan, Long-Yong Xie
A three-component cascade reaction of quinoxalinones, alkynes and AgSCF3 toward complete E-selective SCF3-containing 3-alkenylquinoxalinones was developed.
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Base- and sulfur-promoted oxidative lactonization of chalcone-acetate Michael adducts: access to pyran-2-ones

Org. Biomol. Chem., 2024, Advance Article
DOI: 10.1039/D4OB00479E, Communication
Cao Nguyen Nguyen, Duc Toan Nguyen, Ha An Tran, Dinh Hung Mac, Thi Thu Tram Nguyen, Pascal Retailleau, Thanh Binh Nguyen
A cost-effective, practical, straightforward and scalable synthesis of α-pyrones via base- and sulfur-promoted annulation of phenylacetates and chalcones is reported.
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Visible light-driven photocatalytic sulfonative oxidation of benzyl secondary amines

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00348A, Paper
Yong-Xiang Lü, Xinqian Wang, Ying-Ming Pan, Keyume Ablajan
A method for the α-oxidation and sulfonation of benzyl secondary amines was developed utilizing Ir(III) or Eosin Y as the photocatalyst in the presence of O2 as a green oxidant....
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K2CO3-Mediated (3+3-1) Annulation of 1,3-Acetonedicarboxylates with 2-Fluoro-1-nitroarenes: Synthesis of Indoles

Org. Biomol. Chem., 2024, Accepted Manuscript
DOI: 10.1039/D4OB00488D, Paper
Meng-Yang Chang, Chin-Huey Ho, Hsing-Yin Chen
The K2CO3-mediated one-pot reaction of 1,3-acetonedicarboxylates with 2 equiv. of substituted 2-fluoro-1-nitrobenzenes has been developed to synthesize various 2,3-dicarboxylate indoles via a tandem (3 + 3 − 1) annulation pathway....
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nes

Wanted: A booster dose for airlines

As vaccination numbers increase, airlines and the government look for the middle path to revive the beleagured travel sector




nes

Year-end blues for beleagued airlines

The results of IndiGo and SpiceJet hold clues to the mid-term future of the country’s airline industry




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As the price of aviation turbine fuel soars, airlines’ finances spin out of control




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Regional airlines fly into rough weather

From poor applicability of policy to lack of quality manpower and capital, problems plaguing them are manifold




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The making of ‘agile’ airlines

How adoption of AI, ML can empower flying




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Omicron: Airlines on a wing and prayer

Over 3,000 flights were cancelled on the eve of Christmas and cancellations are expected to double as New Year approaches




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Those magnificent flying machines

The aviation industry’s roller-coaster ride




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Robust flight plans can keep airlines afloat




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Deep tech is helping airlines sustain operations during Covid

Integrated biometric-enabled frameworks for real-time test results, travel details and vaccine status are key to making air travel safe




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Next order of business for Tata Sons

How will Tata Sons turn around all the airlines under its fold, except maybe the Kochi-based Air India Express?




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Another tough year for airlines

Ukraine-Russia conflict to result in the steep escalation of aircraft leasing charges




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Airlines test willingness to pay higher airfares

Key reasons behind the move include rising fuel prices, rupee’s weakness and losses incurred due to the pandemic 




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Slots scarcity hits Indian airlines’ flight roadmap

The solution demands a comprehensive expansion of airside capacity across the country, but that has not materialised




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5 things Indian airlines must do to break their way out of pandemic blues

Post pandemic, the airlines must revamp strategies and resort to long-term measures to recover from the crisis 




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Why do planes leave a white trail behind them?