Transition-Metal-Free Transfer Hydrogenative Cascade Reaction of Nitroarenes with Amines/Alcohols: Redox-Economical Access to Benzimidazoles DOI
Arup K. Kabi, Raghuram Gujjarappa, Anupam Roy

и другие.

The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(21), С. 14597 - 14607

Опубликована: Окт. 18, 2021

This report describes an efficient transition-metal-free process toward the transfer hydrogenative cascade reaction between nitroarenes and amines or alcohols. The developed redox-economical approach was realized using a combination of KOtBu Et3SiH as reagents, which allows synthesis benzimidazole derivatives via σ-bond metathesis. conditions hold well over wide range substrates embedded with diverse functional groups to deliver desired products in good excellent yields. mechanistic proposal has been depicted on basis series control experiments, mass spectroscopic evidence is supported by density theory (DFT) calculations feasible energy profile.

Язык: Английский

Magnetically recoverable catalysts for efficient multicomponent synthesis of organosulfur compounds DOI Creative Commons
Fadhil Faez Sead, Vicky Jain, Anjan Kumar

и другие.

RSC Advances, Год журнала: 2025, Номер 15(5), С. 3928 - 3953

Опубликована: Янв. 1, 2025

This review studies magnetically recoverable catalysts designed for the efficient multicomponent synthesis of organosulfur compounds. These enhance process by combining efficiency with environmental sustainability.

Язык: Английский

Процитировано

9

Synergistic effect between Co single atoms and nanoparticles enables selective synthesis of bio-based benzimidazoles DOI
Baoyu Wang, Mingrui Li,

Songdang Zhang

и другие.

Applied Catalysis B Environment and Energy, Год журнала: 2023, Номер 327, С. 122454 - 122454

Опубликована: Фев. 10, 2023

Язык: Английский

Процитировано

38

Recent achievements in the synthesis of benzimidazole derivatives DOI Creative Commons
Nguyen Thi Chung, Vo Cong Dung, Dau Xuan Duc

и другие.

RSC Advances, Год журнала: 2023, Номер 13(46), С. 32734 - 32771

Опубликована: Янв. 1, 2023

This article gives a comprehensive review on the synthesis of benzimidazoles including reaction mechanisms and brief description biological application benzimidazole derivatives by summarizing recent studies.

Язык: Английский

Процитировано

36

Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles DOI
Jiajun Wu, Christophe Darcel

The Journal of Organic Chemistry, Год журнала: 2020, Номер 86(1), С. 1023 - 1036

Опубликована: Дек. 16, 2020

A straightforward and selective reduction of nitroarenes with various alcohols was efficiently developed using an iron catalyst via a hydrogen transfer methodology. This protocol led specifically to imines in 30–91% yields, good functional group tolerance. Noticeably, starting from o-nitroaniline derivatives, the presence alcohols, benzimidazoles can be obtained 64–72% yields when reaction performed additional oxidant, DDQ, quinoxalines were prepared 1,2-diols 28–96% yields. methodology, unprecedented at for imines, also provides sustainable alternative preparation benzimidazoles.

Язык: Английский

Процитировано

53

Recent advances in homogeneous base-metal-catalyzed transfer hydrogenation reactions DOI
Daler Baidilov, Davit Hayrapetyan, Andrey Y. Khalimon

и другие.

Tetrahedron, Год журнала: 2021, Номер 98, С. 132435 - 132435

Опубликована: Сен. 8, 2021

Язык: Английский

Процитировано

52

Recent Developments in Manganese, Iron and Cobalt Homogeneous Catalyzed Synthesis of Primary Amines via Reduction of Nitroarenes, Nitriles and Carboxamides DOI
Jiajun Wu, Christophe Darcel

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(7), С. 948 - 964

Опубликована: Фев. 18, 2023

Abstract The preparation of primary amines attracts huge attention in the molecular synthetic community. Indeed, play a crucial role chemistry as they are important substructures amount drug molecules, agrochemicals, dyes and materials. Compared to stoichiometric reductions using metal hydride based reagents, catalyzed reduction nitroarenes, nitriles carboxamides appears be an attractive option, mainly when associated first row transition metals such manganese, iron, or cobalt. In this short review, we illustrate progress achieved homogeneous hydrogenation, hydrogen transfer, borrowing hydrosilylation carboxamides. magnified image

Язык: Английский

Процитировано

17

A Concise Route to Cyclic Amines from Nitroarenes and Ketoacids under Iron‐Catalyzed Hydrosilylation Conditions DOI
Jiajun Wu,

Satawat Tongdee,

Yuvaraj Ammaiyappan

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2021, Номер 363(15), С. 3859 - 3865

Опубликована: Июнь 24, 2021

Abstract Starting from nitroarenes, under hydrosilylation conditions, using a well‐defined N ‐heterocyclic carbene iron(0) catalyst, (IMes)Fe(CO) 4 , the corresponding aniline derivatives were produced in 61–92% isolated yields. More impressively, selective synthesis of cyclic amines such as pyrrolidines, piperidines and azepanes conducted levulinic acid, 1,5‐ 1,6‐keto acids, respectively. The sequential procedure proceeded both visible light irradiation thermal conditions with 20 examples yields up to 69%. magnified image

Язык: Английский

Процитировано

29

Chemoselective α-Alkylation and α-Olefination of Arylacetonitriles with Alcohols via Iron-Catalyzed Borrowing Hydrogen and Dehydrogenative Coupling DOI

Ramachandra Reddy Putta,

Simin Chun,

Seok Beom Lee

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(24), С. 16378 - 16389

Опубликована: Ноя. 23, 2022

α-Alkyl and α-olefin nitriles are very important for organic synthesis medicinal chemistry. However, different types of catalysts employed to achieve either α-alkylation by borrowing hydrogen or α-olefination dehydrogenative coupling methods. Designing developing high-performance earth-abundant that can procure products from the same starting materials remain a great challenge. Herein, we report an iron(0) catalyst system achieves chemoselectivity between protocols simply changing base. A broad range alcohols, including benzylic, linear aliphatic, cycloaliphatic, heterocyclic, allylic were selectively efficiently converted corresponding products. Mechanistic studies reveal reaction mechanism proceeds through pathway. This iron catalytic protocol is environmentally benign atom-efficient with liberation H2 H2O as green byproducts.

Язык: Английский

Процитировано

21

Recent advances in C/N-alkylation with alcohols through hydride transfer strategies DOI
Mahdi Jafarzadeh,

Seyed Hasan Sobhani,

Karol Gajewski

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(39), С. 7713 - 7745

Опубликована: Янв. 1, 2022

Recent advances in C/N alkylation using alcohols as alkylating reagents via hydrogen-shuttle methodologies: Borrowing Hydrogen, Acceptorless Dehydrogenative Coupling, and Base-mediated Hydride Transfer.

Язык: Английский

Процитировано

20

Recent Scenario for the Synthesis of Benzimidazole Moiety(2020–2022) DOI
Annu Choudhary,

Riddhi H. Viradiya,

Rajnikant N. Ghoghari

и другие.

ChemistrySelect, Год журнала: 2023, Номер 8(10)

Опубликована: Март 9, 2023

Abstract The benzene ring is fused to the 4 and 5 positions of imidazole in bicyclic heterocyclic aromatic compound known as benzimidazole. Benzimidazole an important scaffold exhibiting a wide range biological pharmacological properties plays crucial role drug design. It synthesized by straightforward nucleophilic substitution reaction condensation method between o‐phenylenediamine carbonyl under various conditions. In recent years benzimidazole have gained more attention chemistry due their biomedical importance. This study focuses on synthesis derivatives numerous homogeneous catalysts related from s‐ block, p‐ transition metal, inner metal environmentally benign synthetic approaches, via heterogeneous catalyst metal‐free has several applications pharmaceuticals, agrochemicals fine chemicals. Its scaffolds are omnipresent bioactive natural products pharmaceutically compounds. review highlights approaches studies reported year 2020 onwards.

Язык: Английский

Процитировано

13