Organic letters

The Reaction of Cyclic Carbinol Amides with Triflic Anhydride as a Method to Prepare α-Trifluoromethyl-Sulfonamido Furans

P Rashatasakhon, A Padwa

Index: Rashatasakhon, Paitoon; Padwa, Albert Organic Letters, 2003 , vol. 5, # 2 p. 189 - 191

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Citation Number: 17

Abstract

A novel synthesis of α-trifluoromethyl-sulfonamido furans via the reaction of cyclic carbinol amides with triflic anhydride has been developed. The reaction proceeds under very mild conditions with a wide set of representative lactams to provide the α-trifluoromethyl- sulfonamido-substituted furan in high yield. Rapid access to a 5-substituted indoline can be achieved by thermolysis of the N-but-3-enyl-substituted sulfonamido furan.

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