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多取代吡啶的组装:腈协同[2+2+2]环加成反应的研究综述。

A review on the assembly of multi-substituted pyridines Co-catalyzed [2 + 2 + 2] cycloaddition with nitriles.

机构信息

College of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, China.

College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China.

出版信息

Org Biomol Chem. 2022 Sep 28;20(37):7391-7404. doi: 10.1039/d2ob01344d.

DOI:10.1039/d2ob01344d
PMID:36098263
Abstract

In recent years, many methods for the facile synthesis of pyridines and their derivatives have been developed. The [2 + 2 + 2] cycloaddition reaction of alkynes and nitriles catalyzed by transition metals has emerged as the most straightforward and efficient method to obtain pyridine derivatives. Recently, Earth-abundant cobalt has been employed as a versatile and economical catalyst for the synthesis of functionalized molecules, as compared to other transition metals. This review mainly focuses on the recent research and development of the Co-catalyzed intramolecular [2 + 2 + 2] cycloaddition of diynes-nitriles or intermolecular [2 + 2 + 2] cycloaddition reaction of alkynes or diynes with nitriles for the construction of chiral or achiral multi-substituted pyridines. Meanwhile, brief mechanistic insights are also discussed here to explain the observed regioselectivity.

摘要

近年来,已经开发出许多简便合成吡啶及其衍生物的方法。炔烃和腈的[2 + 2 + 2]环加成反应在过渡金属的催化作用下已成为获得吡啶衍生物最直接、最有效的方法。最近,与其他过渡金属相比,丰富的地球元素钴已被用作合成功能分子的通用且经济的催化剂。本文主要综述了近年来钴催化的二炔-腈分子内环[2 + 2 + 2]加成或炔烃或二炔与腈的分子间[2 + 2 + 2]环加成反应构建手性或非手性多取代吡啶的研究进展。同时,本文还讨论了简要的反应机理,以解释观察到的区域选择性。

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