环丙烷与不饱和化合物发生[3+2]扩环反应的研究进展

doi:10.6023/cjoc201910019

摘要/Abstract

由于具有较强的环张力，环丙烷能够与多种不饱和化合物发生[3+2]扩环反应构建五元碳环或五元杂环骨架结构.这些五元环化合物是许多药物、天然产物和生物活性分子的核心结构，同时也是一类重要的有机反应中间体，在医药、农业、化工、有机合成等领域具有十分广泛的用途.近年来，许多化学研究者以环丙烷作为三碳合成子，构建了结构复杂的五元碳环和五元杂环结构，促进了环丙烷领域的快速发展.对近十年来烯烃、醛酮、腈等含有不饱和键的化合物与环丙烷发生的[3+2]扩环反应进行了综述，并对该领域的发展方向进行了展望.

关键词: 环丙烷, 不饱和键, [3+2]扩环反应, 五元环

Due to its high ring strain, cyclopropanes can react with a variety of unsaturated compounds to construct five- membered carbo- and hetero-cycles through[3+2] ring-expansion reaction. These five-membered compounds are key skeletons of many drugs, natural products and bioactive molecules, and are also an important class of organic intermediates which have wide applications in medicine, agriculture, chemical engineering, organic synthesis and other related areas. Recently, more and more chemists have constructed a lot of complex five-membered carbo- and hetero-cycles by using cyclopropane as a three-carbon synthon, which has promoted the rapid development of focus area. This review summarizes the most recent [3+2] ring-expansion reaction of cyclopropanes with compounds containing unsaturated bonds such as olefins, aldehydes, ketones and nitriles in the past decade. Moreover, the prospects of future development are also discussed.

Key words: cyclopropane, unsaturated bond, [3+2]ring-expansion reaction, five-membered ring

引用此文

刘文竹, 豆立娟, 母伟花. 环丙烷与不饱和化合物发生[3+2]扩环反应的研究进展[J]. 有机化学, 2020, 40(5): 1150-1176.

Liu Wenzhu, Dou Lijuan, Mu Weihua. Recent Progress on[3+2] Ring-Expansion Reaction of Cyclopropane with Unsaturated Compounds[J]. Chinese Journal of Organic Chemistry, 2020, 40(5): 1150-1176.

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