Multicomponent Synthesis of Iminocoumarins via Rhodium-Catalyzed C-H Bond Activation.

The Journal of Organic Chemistry
Zhan ChenYingwei Zhao

Abstract

We herein establish a multicomponent annulation method for the synthesis of valuable iminocoumarins using aryl thiocarbamates, internal alkynes, and sulfonamides as starting materials, which are safe and readily available. The key step is a Rh-catalyzed and sulfur-directed C-H bond activation. Preliminary mechanistic investigations suggested that the nucleophilic attack of the sulfonamide on an active iminium cation finally completes the imine segment.

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