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Visible-Light-Induced Decarboxylative Alkylation/Ring Opening and Esterification of Vinylcyclopropanes
Organic Letters ( IF 5.2 ) Pub Date : 2022-08-03 , DOI: 10.1021/acs.orglett.2c02151
Pu Chen 1, 2 , Peng-Fei Huang 1 , Bi-Quan Xiong 1 , Hua-Wen Huang 2 , Ke-Wen Tang 1 , Yu Liu 1
Affiliation  

A visible-light-induced four-component reaction of vinylcyclopropanes, N-(acyloxy)phthalimide esters, N,N-dimethylformamide (DMF), and H2O through an oxidative ring opening of cyclopropane is presented. This procedure provides a new and effective way to construct formate esters. DMF is employed as both a solvent and the source of CHO. This difunctionalization of vinylcyclopropanes shows good functional group tolerance under room temperature. A radical pathway is involved, and carbonyl oxygen of ester originated from water in this transformation.

中文翻译:

乙烯基环丙烷的可见光诱导脱羧烷基化/开环和酯化

介绍了乙烯基环丙烷、 N- (酰氧基)邻苯二甲酰亚胺酯、N , N-二甲基甲酰胺 (DMF) 和 H 2 O 通过环丙烷的氧化开环进行的可见光诱导四组分反应。该程序为构建甲酸酯提供了一种新的有效方法。DMF 既用作溶剂又用作 CHO 的来源。乙烯基环丙烷的这种双官能化在室温下表现出良好的官能团耐受性。涉及自由基途径,酯的羰基氧在该转化中来源于水。
更新日期:2022-08-03
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