钯催化芳基硼酸与内炔加成合成四取代烯烃

Synthesis of tetrasubstituted olefins by Pd-catalyzed addition of arylboronic acids to internal alkynes.

作者信息

Zhou Chengxiang, Larock Richard C

机构信息

Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.

出版信息

Org Lett. 2005 Jan 20;7(2):259-62. doi: 10.1021/ol047759q.

DOI:10.1021/ol047759q

PMID:15646972

Abstract

[Reaction: see text] Tetrasubstituted olefins are readily prepared by the Pd-catalyzed cis addition of two aryl groups from an arylboronic acid to opposite ends of the triple bond of internal alkynes. The synthesis proceeds under very mild reaction conditions and tolerates a wide variety of functional groups, including alcohol, aldehyde, ester, TMS, and acetal groups.

摘要

[反应：见正文] 通过钯催化芳基硼酸中的两个芳基对内部炔烃三键的两端进行顺式加成，可轻松制备四取代烯烃。该合成反应在非常温和的反应条件下进行，并且能够耐受多种官能团，包括醇、醛、酯、TMS和缩醛基团。