Litcius/Paper detail

Co(III)-Catalyzed Regioselective Functionalization of Isoquinolones with Naphthoquinones

Tamanna Sharma, Sumit, Sachin, Devesh Chandra, Shiv Shankar Gupta, Upendra Sharma

2024Organic Letters10 citationsDOI

Abstract

A strategy for Co(III)-catalyzed C(sp 2 )–H alkenylation of N -protected isoquinolones with 1,4-naphthoquinones has been disclosed. The developed protocol was efficiently applied for diversely substituted isoquinolones. Preliminary mechanistic experiments revealed the involvement of a five-membered cobaltacycle as an intermediate. Deuterium labeling experiments suggested the reversible nature of the C–H activation step. The scale-up reaction was also carried out, and the product was utilized as a chemosensor to detect Fe 3+ ions.

Topics & Concepts

RegioselectivityChemistrySurface modificationCatalysisCombinatorial chemistryOrganic chemistryPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsBioactive Compounds and Antitumor Agents