催化 C(sp2)-H官能团化中偶氮亚胺的串联环化和双极环加成反应

IF 1.7 4区 化学 Bulletin of the Korean Chemical Society Pub Date : 2023-12-12 DOI:10.1002/bkcs.12809
Neeraj Kumar Mishra, Amitava Rakshit, Kyeongwon Moon, Pargat Singh, In Su Kim
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摘要

特权氮杂环的合成和功能化已成为药物发现和材料科学领域的核心课题。在此背景下,串联 C-H 功能化和分子内环化受到了极大的关注,因为它能够超越传统的 C-H 功能化,加快杂芳香族框架的构建。总的来说,人们在开发偶氮亚胺与 π 不饱和化合物的 [3 + 2] 双极环加成方面做出了巨大努力。此外,偶氮亚胺与各种二极亲和剂的[3 + 3]、[4 + 3]、[3 + 2 + 2]和[5 + 3]环加成反应也已得到证实。然而,迄今为止,将偶氮甲基亚胺同时作为指导基团和双极单元进行催化 C-H 功能化和分子内环化的研究还较少。本综述将重点介绍偶氮甲基亚胺与一系列偶联剂在催化串联 C-H 功能化和双极环化方面的最新进展。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Tandem annulation and dipolar cycloaddition of azomethine imines in catalytic C(sp2)–H functionalization

The synthesis and functionalization of privileged nitrogen heterocycles has emerged as a central topic in drug discovery and material science. In this context, the tandem C–H functionalization and intramolecular annulation has received prodigious attention, as it is able to expedite the construction of heteroaromatic frameworks beyond conventional C–H functionalization. In general, significant effort has been made to develop the [3 + 2] dipolar cycloaddition of azomethine imines with π-unsaturated compounds. Moreover, the [3 + 3], [4 + 3], [3 + 2 + 2], and [5 + 3] cycloaddition reactions of azomethine imines with various dipolarophiles have been demonstrated. To date, however, the combination of catalytic C–H functionalization and intramolecular cyclization using azomethine imines as both directing groups and dipolar units has been less explored. This review focuses on recent progress toward the catalytic tandem C–H functionalization and dipolar cycloaddition of azomethines imines with a range of coupling partners.

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来源期刊
Bulletin of the Korean Chemical Society
Bulletin of the Korean Chemical Society Chemistry-General Chemistry
自引率
23.50%
发文量
182
期刊介绍: The Bulletin of the Korean Chemical Society is an official research journal of the Korean Chemical Society. It was founded in 1980 and reaches out to the chemical community worldwide. It is strictly peer-reviewed and welcomes Accounts, Communications, Articles, and Notes written in English. The scope of the journal covers all major areas of chemistry: analytical chemistry, electrochemistry, industrial chemistry, inorganic chemistry, life-science chemistry, macromolecular chemistry, organic synthesis, non-synthetic organic chemistry, physical chemistry, and materials chemistry.
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