American Chemical Society
ol5b03545_si_001.pdf (3.83 MB)

One-Step Synthesis of Sulfonamides from N‑Tosylhydrazones

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journal contribution
posted on 2016-02-04, 16:12 authored by Andy S. Tsai, John M. Curto, Benjamin N. Rocke, Anne-Marie R. Dechert-Schmitt, Gajendrasingh K. Ingle, Vincent Mascitti
The first described reaction between N-tosylhydrazone and SO2 is reported to provide alkyl sulfonamides in the presence of various amines. In this procedurally simple method, hydrazones of both unsaturated aldehydes and ketones proceed in moderate to excellent yields. Primary and secondary aliphatic amines are accommodated in this reaction, which provides a novel route to sulfonamides.