Organic letters

Preparation of brominated 2-alkoxythiophenes via oxidation and etherification of 2-thienyltrifluoroborate salts

JI Tietz, AJ Seed, P Sampson

Index: Tietz, Jonathan I.; Seed, Alexander J.; Sampson, Paul Organic Letters, 2012 , vol. 14, # 19 p. 5058 - 5061

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Citation Number: 8

Abstract

The synthesis of ring brominated long-chain 2-alkoxythiophenes is reported, involving mild (Oxone) oxidation of readily prepared 2-thienyltrifluoroborate salts followed by Mitsunobu etherification. Both procedures are operationally straightforward and use inexpensive reagents. Using this approach, several novel mono-and dibrominated octyloxythiophenes with previously elusive substitution patterns were prepared. One such compound was ...