Palladium-Catalyzed ortho -Aroylation of 2-Arylbenzothiazoles and 2-Arylbenzoxazoles with Aldehydes

✍ Scribed by Banerjee, Arghya; Santra, Sourav Kumar; Guin, Srimanta; Rout, Saroj Kumar; Patel, Bhisma K.

• Book ID: 118262779
• Publisher: John Wiley and Sons
• Year: 2013
• Tongue: English
• Weight: 928 KB
• Volume: 2013
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.201201503

✦ Synopsis

Abstract

An efficient protocol for the ortho‐aroylation of 2‐arylbenzothiazoles and 2‐arylbenzoxazoles has been developed using aldehydes as the aroyl source. This Pd‐catalyzed substrate‐directed sp^2^‐hybridized C–H bond functionalization occurs in the presence of the oxidant tert‐butyl hydroperoxide. A variety of functional groups on the 2‐arylbenzothiazoles, 2‐arylbenzoxazoles, and aldehydes are tolerated under the reaction conditions. Regioselective aroylation at the less hindered ortho position was observed for meta‐substituted 2‐arylbenzothiazoles.