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Iron-Catalyzed Dehydrative Alkylation of Propargyl Alcohol with Alkyl Peroxides To Form Substituted 1,3-Enynes
Organic Letters ( IF 5.2 ) Pub Date : 2018-05-22 00:00:00 , DOI: 10.1021/acs.orglett.8b01043
Changqing Ye 1, 2 , Bo Qian 1 , Yajun Li 1 , Min Su 1, 2 , Daliang Li 3 , Hongli Bao 1, 2
Affiliation  

This paper reports a new method for the generation of substituted 1,3-enynes, whose synthesis by other methods could be a challenge. The dehydrative decarboxylative cascade coupling reaction of propargyl alcohol with alkyl peroxides is enabled by an iron catalyst and alkylating reagents. Primary, secondary, and tertiary alkyl groups can be introduced into 1,3-enynes, affording various substituted 1,3-enynes in moderate to good yields. Mechanistic studies suggest the involvement of a radical-polar crossover pathway.

中文翻译:

铁催化的炔丙醇与过氧化烷基的脱水烷基化反应生成1,3-烯炔

本文报道了一种生成取代的1,3-烯炔的新方法,其通过其他方法的合成可能是一个挑战。炔丙醇与烷基过氧化物的脱水脱羧级联反应可通过铁催化剂和烷基化试剂实现。可以将伯,仲和叔烷基引入1,3-烯炔中,以中等至良好的产率提供各种取代的1,3-烯炔。机理研究表明,自由基-极性交叉途径的参与。
更新日期:2018-05-22
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