A Modular Reaction Pairing Approach to the Diversity-Oriented Synthesis of Fused- and Bridged-Polycyclic Sultams

作者：Samarakoon Thiwanka B; Loh Joanna K; Rolfe Alan; Le Lisa S; Yoon Sun Young; Lushington Gerald H; Hanson Paul R^*

来源：Organic Letters, 2011, 13(19): 5148-5151.

DOI：10.1021/ol201962n

A reaction pairing strategy centered on utilization of a reaction triad (sulfonylation, SNAr addition and Mitsunobu alkylation) generating skeletally diverse, tricyclic and bicyclic benzofused sultams is reported. Pairing sulfonylation and SNAr reactions yields bridged, tricyclic and bicyclic benzofused sultams. Application of the Mitsunobu reaction in a sulfonylation-Mitsunobu-SNAr pairing allows access to benzthiazocine-1,1-dioxides, while a simple change in the order of pairing to sulfonylation-SNAr-Mitsunobu affords structurally different, bridged tricyclic benzofused sultams.

• 出版日期2011-10-7