烷基三氟硼酸钾与芳基及1-链烯基三氟甲磺酸酯的交叉偶联反应。

Cross-coupling reactions of potassium alkyltrifluoroborates with aryl and 1-alkenyl trifluoromethanesulfonates.

作者信息

Molander G A, Ito T

机构信息

Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.

出版信息

Org Lett. 2001 Feb 8;3(3):393-6. doi: 10.1021/ol006896u.

DOI:10.1021/ol006896u

PMID:11428022

Abstract

[figure: see text] The palladium-catalyzed coupling reaction of potassium alkyltrifluoroborates with aryl- or alkenyltriflates proceeds to afford the corresponding arenes or alkenes in high yield. The borates are all solids, stable in air, and thus can be stored on the shelf indefinitely. The cross coupling can be effected using PdCl2(dppf).CH2Cl2 as the catalyst in THF-H2O in the presence of Cs2CO3. A variety of functional groups can be tolerated within the borate and/or the triflate coupling partner.

摘要

[图：见正文] 烷基三氟硼酸钾与芳基或烯基三氟甲磺酸酯的钯催化偶联反应能够高产率地生成相应的芳烃或烯烃。这些硼酸盐均为固体，在空气中稳定，因此可以无限期地储存在货架上。交叉偶联反应可以在碳酸铯存在下，使用PdCl2(dppf)·CH2Cl2作为催化剂，在四氢呋喃-水体系中进行。硼酸盐和/或三氟甲磺酸酯偶联伙伴中可以耐受多种官能团。