Synthesis of a Library of 1,5,2-Dithiazepine 1,1-Dioxides. Part 2: Routes to Bicyclic Sultams

Qin Zang; Salim Javed; Aihua Zhou; Chris A Knudtson; Danse Bi; Fatima Z Basha; Paul R Hanson

doi:10.3987/COM-12-S(N)122

Synthesis of a Library of 1,5,2-Dithiazepine 1,1-Dioxides. Part 2: Routes to Bicyclic Sultams

Heterocycles. 2012 Dec 31;86(2):10.3987/COM-12-S(N)122. doi: 10.3987/COM-12-S(N)122.

Authors

Qin Zang¹, Salim Javed², Aihua Zhou¹, Chris A Knudtson¹, Danse Bi¹, Fatima Z Basha³, Paul R Hanson¹

Affiliations

¹ Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582 and the University of Kansas Center for Chemical Methodologies and Library Development (KU-CMLD), 2034 Becker Drive, Delbert M. Shankel Structural Biology Center, Lawrence, Kansas 66047-3761.
² Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582 and the University of Kansas Center for Chemical Methodologies and Library Development (KU-CMLD), 2034 Becker Drive, Delbert M. Shankel Structural Biology Center, Lawrence, Kansas 66047-3761 ; H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Pakistan.
³ H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Pakistan.

Abstract

The synthesis of a library of bicyclic sultams incorporating the 1,5,2-dithiazepine 1,1-dioxide moiety is reported. Following scaffold synthesis via a one-pot sulfonylation/intramolecular thia-Michael protocol, several additional cyclization strategies have been realized enabling access to new bicyclic sultams.

Abstract

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