title: A modular reaction pairing approach to the diversity-oriented synthesis of fused- and bridged-polycyclic sultams.
abstract: A reaction pairing strategy centered on utilization of a reaction triad (sulfonylation, S(N)Ar addition and Mitsunobu alkylation) generating skeletally diverse, tricyclic and bicyclic benzofused sultams is reported. Pairing sulfonylation and S(N)Ar reactions yields bridged, tricyclic and bicyclic benzofused sultams. Application of the Mitsunobu reaction in a sulfonylation-Mitsunobu-S(N)Ar pairing allows access to benzthiazocine-1,1-dioxides, while a simple change in the order of pairing to sulfonylation-S(N)Ar-Mitsunobu affords structurally different, bridged tricyclic benzofused sultams.
authors: Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
authors: Thiwanka B
authors: TB
authors: Samarakoon
authors: Joanna K
authors: JK
authors: Loh
authors: Alan
authors: A
authors: Rolfe
authors: Lisa S
authors: LS
authors: Le
authors: Sun Young
authors: SY
authors: Yoon
authors: Gerald H
authors: GH
authors: Lushington
authors: Paul R
authors: PR
authors: Hanson
mesh_terms: D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D015394:Molecular Structure; D013449:Sulfonamides / Q000138:chemical synthesis*
chemical_list: D006571:Heterocyclic Compounds; D013449:Sulfonamides