Exploration of One-Pot, Tandem Sulfamoylation and aza -Michael Cyclization Reactions for the Syntheses of Oxathiazinane Dioxide Heterocycles.

Autor: Nirpal AK; Department of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66047, United States., Joshi H; Department of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66047, United States., Kelley SP; Department of Chemistry, University of Missouri─Columbia, Columbia, Missouri 65211, United States., Sathyamoorthi S; Department of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66047, United States.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2024 Nov 15; Vol. 89 (22), pp. 16774-16778. Date of Electronic Publication: 2024 Nov 04.
DOI: 10.1021/acs.joc.4c02086
Abstrakt: We show the first examples of one-pot tandem sulfamoylation/ aza -Michael reactions for the preparation of oxathiazinane dioxide heterocycles from linear alkenyl alcohol precursors. Our optimized protocols are tolerant of a variety of functional groups and provide products that are amenable for further transformations. The reactions scale well, and no special precautions are required to exclude air or ambient moisture.
Databáze: MEDLINE