Premium
Palladium‐Catalyzed ortho ‐Aroylation of 2‐Arylbenzothiazoles and 2‐Arylbenzoxazoles with Aldehydes
Author(s) -
Banerjee Arghya,
Santra Sourav Kumar,
Guin Srimanta,
Rout Saroj Kumar,
Patel Bhisma K.
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201503
Subject(s) - chemistry , regioselectivity , palladium , catalysis , substrate (aquarium) , surface modification , medicinal chemistry , organic chemistry , combinatorial chemistry , oceanography , geology
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.