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Paper | Special issue | Vol 52, No. 1, 2000, pp.349-364
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S30
Syntheses of Brominated Bithiazoles and Ethynylation via Palladium-catalyzed Cross-Coupling

Thomas Nussbaumer and Richard Neidlein*

*Pharmazeutisch-Chemishces Institut der Universität Heidelberg, Im Neuenheimer Feld 364, 69120 Heidelberg, Germany

Abstract

The syntheses of brominated 2,2'- and 4,4'-bithiazoles and related 2,2'-bithiazole-5,5'-dicarbaldehyde are described. Palladium-catalyzed cross-coupling of the readily available brominated bithiazoles with acetylenes yields the desired alkynylated bithiazoles. The terminally unprotected ethynyl derivatives can be obtained after removal of the Me3Si protectiong groups under basic conditions.