Regioselective copper-catalyzed thiolation of imidazo[1,2-a]pyridines: an efficient C–H functionalization strategy for C–S bond formation

Cao, Hua; Chen, Longbin; Liu, Jingyun; Cai, Haoyang; Deng, Hui; Chen, Guijun; Yan, Caijuan; Chen, Ya

doi:10.1039/c5ra01342a

Cited by 44 publications

(19 citation statements)

References 59 publications

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“…(Scheme 38). [58] The reaction proceeds efficiently with good product yields irrespective of the electronic nature of substrates. Here Cu‐catalyst first binds with thiol after that undergoes CMD with imidazopyridine forming an intermediate which then affords the product via reductive elimination (Scheme 39).…”

Section: Functionalization Reactions Of Imidazo[1 2‐a]pyridinementioning

confidence: 99%

Recent Developments in Transition‐Metal‐Catalyzed Regioselective Functionalization of Imidazo[1, 2‐a]pyridine

Konwar

Bora

2021

ChemistrySelect

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Imidazo[1,2‐a]pyridine is an important nitrogen‐containing heterocycle from biological as well as pharmaceutical point of view. In recent years, regioselective functionalization of C−H bond of imidazo[1,2‐a]pyridine is extensively carried out using various transition metal‐based catalysts. Alkenylation, arylation, dual dehydrogenative annulations, formylation, thiolation, aminomethylation, dicarbonylation, phosphonylation along with other significant reactions are the progress in the field of functionalization of imidazopyridine. Most of these functionalizations are done at the C‐3 position of imidazo[1,2‐a]pyridine scaffold and in addition to that development towards C‐5 regioselectivity is also available. In this review, our aim is to present the recent advances for the functionalization of imidazo[1,2‐a]pyridine employing transition metal catalysts under significant reaction conditions.

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Section: Functionalization Reactions Of Imidazo[1 2‐a]pyridinementioning

confidence: 99%

Recent Developments in Transition‐Metal‐Catalyzed Regioselective Functionalization of Imidazo[1, 2‐a]pyridine

Konwar

Bora

2021

ChemistrySelect

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“…[73] In recent past, several methods have been developed for alkoxylation, sulfenylation, selenylation and thocyanation of imidazo[1,2-a]pyridines and related heterocycles based radical CÀ H bond functionalization reactions. [74]…”

Section: C-chalcogen Bond Formationmentioning

confidence: 99%

Recent Advances in Radical C−H Bond Functionalization of Imidazoheterocycles

et al. 2020

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Direct CÀ H bond functionalization through radical pathway has emerged as a powerful and ideal strategy for the synthesis of organic compounds. This review provides an overview of recent developments in radical CÀ H functionalization of imidazoheterocycles such as imidazo[1,2-a] pyridine, benzo[d]imidazo[2,1-b]thiazole, imidazo [2,1-b]thiazole, imidazo[1,2-a]pyrimidine, imidazo [2,1-a]isoquinoline, imidazo[1,2-a]pyrazine and imidazo[1,2-a]quinoline using organic peroxides, photo/electric-induced protocols, iodine-based reagents, first-row transition metal catalysts (Fe, Mn, Ni and Cu) and inorganic oxidants/or

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“…It represents a simple route for the formation of C−S bonds to prepare thioether‐decorated imidazo[1,2‐ a ]pyridines 65 . Owing to its high selectivity and broad substrate scope, this C−H thiolation reaction should be of high synthetic value (Scheme ) …”

Section: Synthesis Of Imidazo[12‐a]pyridine Via C−h Bond Functionalimentioning

confidence: 99%

Strategies for Synthesis of Imidazo[1,2‐a]pyridine Derivatives: Carbene Transformations or C−H Functionalizations

Cao

2018

The Chemical Record

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The imidazo [1,2-a]pyridines are an important target in organic synthetic chemistry and have attracted critical attention of chemists mainly due to the discovery of the interesting properties exhibited by a great number of imidazo[1,2-a]pyridine derivatives. Although lots of synthetic methods of imidazo[1,2-a]pyridines have been developed in the past years, the chemistry community faces continuing challenges to use green reagents, maximize atom economy and enrich the functional group diversity of product. Undoubtedly, with its low cost and lack of environmentally hazardous byproducts, cascade reactions and CÀH functionalizations are ideal strategies for this field. In this record we highlight some of our progress toward the goal to synthesis of imidazo[1,2-a]pyridine derivatives through carbene transformations or CÀH functionalizations.

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Regioselective copper-catalyzed thiolation of imidazo[1,2-a]pyridines: an efficient C–H functionalization strategy for C–S bond formation

Abstract: Regioselective copper-catalyzed thiolation of imidazo[1,2-a]pyridines.

Cited by 44 publications

References 59 publications

Recent Developments in Transition‐Metal‐Catalyzed Regioselective Functionalization of Imidazo[1, 2‐a]pyridine

Recent Developments in Transition‐Metal‐Catalyzed Regioselective Functionalization of Imidazo[1, 2‐a]pyridine

Recent Advances in Radical C−H Bond Functionalization of Imidazoheterocycles

Strategies for Synthesis of Imidazo[1,2‐a]pyridine Derivatives: Carbene Transformations or C−H Functionalizations

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