Palladium-catalyzed reaction of boronic acids with chiral and racemic α-bromo sulfoxides

…, C Ramirez de Arellano, M Medio-Simón…

Index: Rodriguez, Nuria; Cuenca, Ana; De Arellano, Carmen Ramirez; Medio-Simon, Mercedes; Asensio, Gregorio Organic Letters, 2003 , vol. 5, # 10 p. 1705 - 1708

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Citation Number: 26

Abstract

Palladium-catalyzed cross-coupling reactions of racemic α-bromo sulfoxides with boronic acids are carried out in either aqueous or nonaqueous medium with formation of a new C sp3-C sp2 bond. The arylation of chiral α-bromo sulfoxides occurs without racemization. The cross-coupling reaction is general and gives high yields with arylboronic acids substituted with either donor or acceptor groups but gives poor results with heteroarylboronic acids. ...