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Sonogashira cross-couplings of ynamides. Syntheses of urethane- and sulfonamide-terminated conjugated phenylacetylenic systems
Authors:Tracey Michael R  Zhang Yanshi  Frederick Michael O  Mulder Jason A  Hsung Richard P
Institution:Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
Abstract:reaction: see text] The first successful Sonogashira coupling of ynamides with aryl and vinyl iodides is described here. This study resolves the problem of the competing pathway involving homocoupling of ynamides and provides a practical entry to novel urethane- or sulfonamide-terminated conjugated acetylenic systems. An interesting tandem hydrohalogenation and Sonogashira coupling was also observed to give an en-ynamide.
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