One-Step Synthesis of Sulfonamides from N-Tosylhydrazones.

Autor: Tsai AS; Pfizer Worldwide Medicinal Chemistry, Eastern Point Road, Groton, Connecticut 06340, United States., Curto JM; Pfizer Worldwide Medicinal Chemistry, Eastern Point Road, Groton, Connecticut 06340, United States., Rocke BN; Pfizer Worldwide Medicinal Chemistry, Eastern Point Road, Groton, Connecticut 06340, United States., Dechert-Schmitt AM; Pfizer Worldwide Medicinal Chemistry, Eastern Point Road, Groton, Connecticut 06340, United States., Ingle GK; Pfizer Worldwide Medicinal Chemistry, Eastern Point Road, Groton, Connecticut 06340, United States., Mascitti V; Pfizer Worldwide Medicinal Chemistry, Eastern Point Road, Groton, Connecticut 06340, United States.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2016 Feb 05; Vol. 18 (3), pp. 508-11. Date of Electronic Publication: 2016 Jan 15.
DOI: 10.1021/acs.orglett.5b03545
Abstrakt: 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.
Databáze: MEDLINE