Palladium(0)-catalyzed, copper(i)-mediated coupling of cyclic thioamides with alkenylboronic acids, organostannanes, and siloxanes.
The Pd-catalyzed cross-coupling of cyclic thioamides and thioureas with alkenylboronic acids, vinyl- and (het)arylstannanes, and arylsiloxanes in the presence of stoichiometric amounts of a Cu(I) cofactor is described. The desulfitative C-C cross-coupling protocol of the Liebeskind-Srogl type is performed under neutral conditions and can be applied to a range of heterocyclic structures with embedded thioamide fragments. Employing controlled microwave irradiation at 100 degrees C utilizing either a single-mode reactor or a multimode parallel reaction platform, cross-couplings can generally be completed within 1-3 h and proceed in good yields.
Arshad
Nuzhat
N
Christian Doppler Laboratory for Microwave Chemistry (CDLMC) and Institute of Chemistry, Karl-Franzens-University Graz, Heinrichstrasse 28, A-8010 Graz, Austria.
Hashim
Jamshed
J
Kappe
C Oliver
CO