"A Simple Entry to Fused N-Aryl 1,2-Thiazetidine-S-Oxides: Thermal Isomerisation to 1,4-Thiazine-S-Oxides and Nucleophilic Ring-Opening with Alcohols and Amines" by Ronald N. Warrener

Article

A Simple Entry to Fused N-Aryl 1,2-Thiazetidine-S-Oxides: Thermal Isomerisation to 1,4-Thiazine-S-Oxides and Nucleophilic Ring-Opening with Alcohols and Amines

Chemistry & Physics Faculty Publications

Ronald N. Warrener, CQUniversity Australia
Ananda S. Amarasekara, CQUniversity Australia

Document Type

Article

Publication Date

1-1-1997

Abstract

We show that fused 1,2-thiazetidine-S-oxides can be produced in one step from readily available aryl sulfonylamines by cycloaddition with quadricyclane; these adducts undergo smooth rearrangement to fused 1,4-thiazines-S-oxides on heating, and can be ring-opened with alcohols to form cis-1,2-arylamino sulfinic esters and cis-1,2-arylamino sulfinamides on treatment with amines.

Citation Information

Ronald N. Warrener and Ananda S. Amarasekara. "A Simple Entry to Fused N-Aryl 1,2-Thiazetidine-S-Oxides: Thermal Isomerisation to 1,4-Thiazine-S-Oxides and Nucleophilic Ring-Opening with Alcohols and Amines" (1997)
Available at: http://works.bepress.com/httpswwwpvamuedubcasdepartmentschemistryfaculty-and-staffasamarasekara/7/