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

Abstract
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.

Beilstein J. Org. Chem. 2023, 19, 100–106. doi:10.3762/bjoc.19.10

Source: Beilstein Journal of Organic Chemistry - January 30, 2023 Category: Chemistry Authors: Beilstein Journal of Organic Chemistry - Syndicated Feeds Tags: C – H activation enaminone iodonium ylide isocoumarin rhodium catalysis Letter Source Type: research