A palladium-catalyzed regio- and stereoselective four-component coupling reaction

作者：Knapton DJ; Meyer TY^*

来源：Journal of Organic Chemistry, 2005, 70(3): 785-796.

DOI：10.1021/jo0484068

Pd(PPh3)(4) catalytically assembles sulfenamide, alkyne, carbon monoxide, and diphenyl diselenide regio- and stereoselectively in a one-pot four-component coupling reaction to yield (Z)-beta-selenyl acrylamides. The reaction proceeds in good to excellent yields (60-95%) and is tolerant of a range of functional groups on both the nitrogen of the sulfenamide and the alkyne. Moderate selectivities ranging from 4:1 to 7:1 beta-selenyl to beta-sulfenyl acrylamide have been observed despite the initial concentration of 2:1 selenium to sulfur in the reaction. The chalcogeno selectivity was found to depend directly on CO pressure; increased pressure decreased selectivity for selenium over sulfur.

• 出版日期2005-2-4