Rhodium-Catalyzed Annulations and Heck Coupling/Aza-Michael Addition for the Synthesis of Benzothiadiazinoisoquinoline 6,6-Dioxides and Benzothiadiazinoisoindole 5,5-Dioxides, Respectively
Subramani Kumaran, Kanniyappan Parthasarathy
Abstract
A new and efficient protocol has been demonstrated for the synthesis of benzothiadiazinoisoquinoline 6,6-dioxides and benzothiadiazinoisoindole 5,5-dioxides in good to excellent yields. These compounds are formed through a sequential Rh(III)-catalyzed C-H cyclization of dihydrophenylbenzothiadiazine 1,1-dioxides with alkynes and oxidative Heck coupling/aza-Michael addition of dihydrophenylbenzothiadiazine 1,1-dioxides with acrylates, respectively.
Topics & Concepts
RhodiumHeck reactionMichael reactionCatalysisChemistryOxidative coupling of methaneCoupling (piping)Combinatorial chemistryOrganic chemistryMedicinal chemistryPalladiumMaterials scienceMetallurgyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSynthesis and Biological Evaluation