Synthesis of novel palladacycles and their application in Heck and Suzuki reactions under aerobic conditions

Org Lett. 2004 Sep 16;6(19):3337-40. doi: 10.1021/ol048749s.

Abstract

[reaction: see text] Design and synthesis of a novel family of furancarbothioamide-based palladacycles are reported herein. These palladacycles are thermally stable, not sensitive to air or moisture, and are applied effectively in the Heck reaction of aryl halides with terminal olefins and in the Suzuki reaction of aryl halides with arylboronic acids. These reactions were performed under aerobic conditions, leading to turnover numbers (TONs) up to 1 x 10(5).