三氟乙酸钯/苯醌：用于芳烃羧酸脱羧烯基化反应的通用催化剂体系

Pd(O2CCF3)2/benzoquinone: a versatile catalyst system for the decarboxylative olefination of arene carboxylic acids.

作者信息

Hu Peng, Kan Jian, Su Weiping, Hong Maochun

机构信息

State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, China.

出版信息

Org Lett. 2009 Jun 4;11(11):2341-4. doi: 10.1021/ol9007553.

DOI:10.1021/ol9007553

PMID:19432465

Abstract

A versatile palladium catalyst system was developed to effect the decarboxylative Heck coupling of a variety of arenecarboxylic acids with a wide range of olefins. The key to obtaining the efficient catalyst system is the use of 1-adamatanecarboxylic acid as additive. Alkyl-substituted olefins with coordinating groups were observed to provide significantly improved regioselectivity compared with other alkyl-substituted olefins lacking coordinating groups, and the acetate group of allylic ester was also tolerated in this reaction.

摘要

开发了一种通用的钯催化剂体系，以实现多种芳羧酸与多种烯烃的脱羧Heck偶联反应。获得高效催化剂体系的关键是使用1-金刚烷羧酸作为添加剂。与其他缺乏配位基团的烷基取代烯烃相比，具有配位基团的烷基取代烯烃的区域选择性显著提高，并且烯丙基酯的乙酸酯基团在该反应中也可耐受。