Rhodium-Catalyzed Selective C(sp2)-H Activation/Annulation of tert- butyl benzoyloxycarbamates with 1,3-Diynes: A one Step Access to Alkynylated Isocoumarins and Bis-Isocoumarins

13 June 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


We report here a Rh(III) catalysed regio- and stereo-selective synthesis of alkynylated and bis-iso- coumarin from 1,3-dialkyne. Exclusive one-pot formation of 3,3-bis-isocoumarin isomer has been achieved by elim- inating several other possibilities. This is the first example of transition metal catalyzed synthesis of alkynylated and bis-isocoumarin scaffold. The protocol is compatible with a wide range of functional groups affording good to excel- lent yields. Several mechanistic investigations including deuterium labeling experiment and kinetic isotope effect study have been carried out.


alkynylated isocoumarin
C-H activation

Supplementary materials

Supporting Information
This file contains the synthetic procedures and spectra of all the compounds


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