Sonogashira cross-couplings of ynamides. Syntheses of urethane- and sulfonamide-terminated conjugated phenylacetylenic systems.
[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.
Tracey
Michael R
MR
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
Zhang
Yanshi
Y
Frederick
Michael O
MO
Mulder
Jason A
JA
Hsung
Richard P
RP