Syntheses of 4, 5-disubstituted oxazoles via regioselective C-4 bromination

B Li, RA Buzon, Z Zhang

Index: Li, Bryan; Buzon, Richard A.; Zhang, Zhijun Organic Process Research and Development, 2007 , vol. 11, # 6 p. 951 - 955

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Citation Number: 23

Abstract

A scaleable and highly regioselective C-4 bromination of 5-substituted oxazoles is described. The use of DMF as solvent played a critical role in significantly improving the C- 4/C-2 bromination ratio. The resulting 4-bromooxazoles were shown to be good Suzuki– Miyaura coupling partners with arylboronic acids. Furthermore, a simple and convenient method that employs triethylamine efficiently purged residual levels of palladium and iron ...