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Practical synthesis of isocoumarins via Rh(III)-catalyzed C-H activation/annulation cascade.

Qian-Ci GaoYi-Fei LiJun XuanXiao-Qiang Hu
Published in: Beilstein journal of organic chemistry (2023)
Herein, we report an unprecedented Rh(III)-catalyzed C-H activation/annulation cascade of readily available enaminones with iodonium ylides towards the convenient synthesis of isocoumarins. This coupling system proceeds in useful chemical yields (up to 93%) via a cascade C-H activation, Rh-carbenoid migratory insertion and acid-promoted intramolecular annulation. The success of gram-scale reaction and diverse functionalization of isocoumarins demonstrated the synthetic utility of this protocol.
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