Synthesis of N, N′??Disulfonylamidines from Sulfonamides and Alkynes by a Two??Step, One??Pot Reaction with Nonafluorobutanesulfonyl Azide

JR Suárez, J Kwiczak, K Grenda…

Index: Suarez, Jose Ramon; Kwiczak, Joanna; Grenda, Katarzyna; Jimeno, M. Luisa; Chiara, Jose Luis Advanced Synthesis and Catalysis, 2013 , vol. 355, # 5 p. 913 - 918

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Citation Number: 7

Abstract

Abstract Nonafluorobutanesulfonyl azide is an advantageous alternative to triflyl azide for the efficient synthesis of sulfonyl azides from sulfonamides in terms of its higher reactivity, lower cost, and non-hazardous nature. The reagent has proven its utility in a novel synthesis of N, N′-disulfonylamidines from available sulfonamides by a copper-catalyzed two-step, one-pot sequential process with added terminal alkynes.

70-55-3

4-Toluenesulfonamide

~82%

~87%

~81%

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