Organic letters

Sonogashira coupling of functionalized trifloyl oxazoles and thiazoles with terminal alkynes: Synthesis of disubstituted heterocycles

NF Langille, LA Dakin, JS Panek

Index: Langille, Neil F.; Dakin, Les A.; Panek, James S. Organic Letters, 2002 , vol. 4, # 15 p. 2485 - 2488

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Citation Number: 67

Abstract

This paper describes Sonogashira cross-coupling of functionalized 2-, 4-, and 5-trifloyl oxazoles and thiazoles with terminal alkynes. This methodology has been extended to 2, 4- ditrifloylthiazoles, which results in regioselective cross-coupling at the C2-position of the thiazole. The resulting 2-alkynyl-4-trifloylthiazoles are effective electrophiles in a second palladium (0)-mediated cross-coupling reaction.