Copper(II)/DBU Relay Catalyzed Annulation of α-Carbonyl-γ-alkynyl Sulfoxonium Ylides for Accessing <i>N</i>-Sulfonamido 2<i>H</i>-Isoindoles
Peng Zhou, Weitao Yang, Wen‐Juan Hao, Bo Jiang
Abstract
A copper(II)/DBU relay catalyzed annulation of α-carbonyl-γ-alkynyl sulfoxonium ylides as a new class of sulfoxonium ylide reagents with sulfonyl hydrazides is reported, enabling intramolecular oxygen migration to produce a series of N -sulfonamido 2 H -isoindoles with good yields. The present annulation proceeded readily by combining the Cu(II)-catalyzed 6- endo-dig oxo-cyclization with the DBU-catalyzed isochromene skeletal rearrangement, resulting in the formation of multiple new chemical bonds.
Topics & Concepts
AnnulationChemistryIntramolecular forceCatalysisYlideReagentSulfonylCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryAlkylCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms