Ethyl 2-chlorooxazole-4-carboxylate: a versatile intermediate for the synthesis of substituted oxazoles.
[reaction: see text] By using a sequence of regiocontrolled halogenation and palladium-catalyzed coupling reactions, the synthesis of variously substituted oxazoles from ethyl 2-chlorooxazole-4-carboxylate (2) was accomplished. The methodology was applied to the synthesis of a series of 2,4-disubstituted, 2,5-disubstituted, and 2,4,5-trisubstituted oxazoles.
Hodgetts
Kevin J
KJ
Neurogen Corporation, 35 Northeast Industrial Road, Branford, Connecticut 06405, USA. khodgetts@nrgn.com
Kershaw
Mark T
MT
D000477:Alkylating Agents; D001685:Biological Factors / Q000138:chemical synthesis; D006219:Halogens / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry
D000477:Alkylating Agents; D001685:Biological Factors; D006219:Halogens; D010080:Oxazoles; C476084:ethyl 2-chlorooxazole-4-carboxylate; D010165:Palladium