自由基引发的烯基硼酸、α-卤羰基化合物和有机锂试剂的三元偶联反应：反叶立德机理。
Radical-Triggered Three-Component Coupling Reaction of Alkenylboronates, α-Halocarbonyl Compounds, and Organolithium Reagents: The Inverse Ylid Mechanism.
机构信息
Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012, Bern, Switzerland.
出版信息
Chemistry. 2018 Aug 6;24(44):11498-11502. doi: 10.1002/chem.201802384. Epub 2018 Jul 13.
PMID:29877598
Abstract
An operationally simple protocol to affect a radical addition to alkenylboronates that spontaneously undergo a [1,2]-metalate shift is described. Overall, the reaction is a three-component coupling of an organolithium, alkenylboronic ester, and halide which takes place with broad scope and good to excellent yields. Experimental mechanistic investigations support the formation of a boron inverse ylid intermediate.
摘要
描述了一种操作简单的方案，可使烯基硼酸酯经历自发的[1,2]-金属迁移，从而实现自由基加成。总的来说，该反应是有机锂、烯基硼酸酯和卤化物的三组分偶联，具有广泛的适用范围和良好至优秀的产率。实验性的机理研究支持了硼反向叶立德中间体的形成。
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