Organic Syntheses

Regioselective C??4 Bromination of Oxazoles: 4??Bromo??5??(Thiophen??2??yl) Oxazole

B Li, RA Buzon, Z Zhang

Index: Li, Bryan; Buzon, Richard A.; Zhang, Zhijun; Koshiba, Takahiro; Fukuyama, Tohru Organic Syntheses, 2010 , vol. 87, p. 16 - 25

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Citation Number: 2

Abstract

A 1-L three-necked, round-bottomed flask equipped with a reflux condenser fitted with an argon inlet, a thermocouple probe (range− 200 to+ 1370 C) and a mechanical stirrer is charged with 2-thiophenecarboxaldehyde (11.21 g, 100.0 mmol, 1.00 equiv), K 2 CO 3 (24.19 g, 175.0 mmol, 41.75 equiv), tosylmethylisocyanide (21.12 g, 100.0 mol, 1.00 equiv) and methanol (448 mL)(Note 1). The reaction mixture is heated at reflux (66 C) for 4 h ( ...