Palladium-Catalyzed Directed C(sp 3 )–H Activation/Lactonization Cascade of 2-Acyl N -Heteroarenes with 2-Halobenzoic Acids: A Route to Substituted Isocoumarins

Organic Letters 2026

View at publisher
Authors: Mahesh Anil Sonawane, Dinesh G. Thakur, Raj N. Patel, Dharmik M. Patel, Nileshkumar B. Rathod, Sachinkumar D. Patel, S. P. Ghosh
DOI: 10.1021/acs.orglett.6c00315
Cited by: 1
References: 45

Abstract

A palladium-catalyzed, N -directed C(sp 3 )–H functionalization and intramolecular lactonization of 2-acyl N -heteroarenes with 2-halobenzoic acids is reported, providing an efficient synthetic route to access N -heteroarene-substituted isocoumarins. The protocol demonstrates a broad substrate scope and chemoselectivity and is tolerant of diverse N -heteroarene and benzoic acid derivatives. The observed inverse kinetic isotope effect is likely a secondary isotope effect resulting from the sp 2 to sp 3 rehybridization of the acyl methyl carbon, to which the proton or deuteron is attached.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Catalytic Cross-Coupling Reactions Synthesis and pharmacology of benzodiazepine derivatives

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
9
Pages
3039–3045
Publication date
17 February 2026
Language
EN