The regioselective annulation of alkylidenecyclopropanes by Rh(<scp>iii</scp>)-catalyzed C–H/C–C activation to access spirocyclic benzosultams
Qiuyun Li, Xin Yuan, Bin Li, Baiquan Wang
Abstract
Functionalized benzosultams are an essential class of structural motif found in various biologically active molecules. The synthesis of spirocyclic benzosultams from N-sulfonyl ketimine and alkylidenecyclopropanes (ACPs) under the catalysis of Rh(iii) has been developed. This transformation enables the formation of two C-C bonds and a double bond with high E-selectivity through C-H and C-C bond activation. This reaction proceeded smoothly with excellent regioselectivity, high efficiency, and tolerance for various functional groups.
Topics & Concepts
RegioselectivityAnnulationChemistryCatalysisStereochemistrySulfonylSelectivityMedicinal chemistryCombinatorial chemistryMoleculeOrganic chemistryAlkylCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques