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Synfacts 2009(3): 0345-0345
DOI: 10.1055/s-0028-1087737
DOI: 10.1055/s-0028-1087737
Polymer-Supported Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Palladium-Catalyzed C3-Arylation of 2(1H)-Pyrazinones
B. K. Singh, V. S. Parmar, E. Van der Eycken*
University of Leuven, Belgium and University of Delhi, India
Further Information
Publication History
Publication Date:
19 February 2009 (online)
Significance
Microwave-assisted palladiumcatalyzed C3-arylation of 2(1H)-pyrazinones on solid supports was described. Thus, resin-bound pyrazinones 1 underwent cross-coupling with arylboronic acids 2 in the presence of copper(I) thiophene-2-carboxylate (CuTC) and Pd(PPh3)4 under microwave irradiation (300 W) at 35 ˚C for one hour with simultaneous cooling (1st coupling). After extraction of the coupling product, the resin beads were again subjected to the same coupling-extraction protocol (2nd coupling). The C3-arylated pyrazinones 3 were obtained from the combined extracts in 0-63% yield (41 examples).