Palladium-catalyzedortho-aroylation of 2-arylbenzothiazoles and 2-arylbenzoxazoles with aldehydes

Banerjee, Arghya ; Santra, Sourav Kumar ; Guin, Srimanta ; Rout, Saroj Kumar ; Patel, Bhisma K. (2013) Palladium-catalyzedortho-aroylation of 2-arylbenzothiazoles and 2-arylbenzoxazoles with aldehydes European Journal of Organic Chemistry, 2013 (7). pp. 1367-1376. ISSN 1434-193X

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Official URL: https://onlinelibrary.wiley.com/doi/abs/10.1002/ej...

Related URL: http://dx.doi.org/10.1002/ejoc.201201503

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 sp2‐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.

Item Type:Article
Source:Copyright of this article belongs to John Wiley and Sons.
Keywords:Synthetic Methods; Heterocycles; Acylation; C–H Activation; C–C Coupling; Palladium; Substituent Effects
ID Code:113899
Deposited On:02 May 2018 04:49
Last Modified:02 May 2018 04:49

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