1 Université du Québec à Montréal , Département de Chimie, C.P. 8888, Succursale Centre-Ville, Montréal, Québec, Canada , H3C 3P8.
2 Concordia University , Department of Chemistry and Biochemistry, 7141 Sherbrooke Street West, Montréal, Québec, Canada , H4B 1R6.

Synthesis of Highly Functionalized Triarylbismuthines by Functional Group Manipulation and Use in Palladium- and Copper-Catalyzed Arylation Reactions.

J Org Chem. 2016 07 01;81(13):5401-16

Authors: Hébert M, Petiot P, Benoit E, Dansereau J, Ahmad T, Le Roch A, Ottenwaelder X, Gagnon A

Abstract

Organobismuthines are an attractive class of organometallic reagents that can be accessed from inexpensive and nontoxic bismuth salts. Triarylbismuthines are particularly interesting due to their air and moisture stability and high functional group tolerance. We report herein a detailed study on the preparation of highly functionalized triarylbismuth reagents by triple functional group manipulation and their use in palladium- and copper-catalyzed C-, N-, and O-arylation reactions.

PMID: 27231755 [PubMed]