Synthesis of Functionalized Cyclopropanes from Carboxylic Acids by a Radical Addition–Polar Cyclization Cascade
作者:Chao Shu、Riccardo S. Mega、Björn J. Andreassen、Adam Noble、Varinder K. Aggarwal
DOI:10.1002/anie.201808598
日期:2018.11.19
Herein, we describe the development of a photoredox‐catalyzed decarboxylative radical addition–polar cyclization cascade approach to functionalized cyclopropanes. Reductive termination of radical–polar crossover reactions between aliphatic carboxylic acids and electron‐deficient alkenes yielded carbanion intermediates that were intercepted in intramolecular alkylations with alkyl chlorides appended
在此,我们描述了光氧化还原催化的脱羧自由基加成-极性环化级联方法对功能化环丙烷的开发。脂肪族羧酸和缺电子烯烃之间的自由基-极性交叉反应的还原终止产生了碳负离子中间体,该碳负离子中间体在分子内烷基化中被附加到烯烃底物上的烷基氯拦截。温和的条件利用了现成的有机光催化剂和可见光,被证明适用于多种结构复杂的羧酸和多种氯烷基烯烃,表现出出色的官能团耐受性。