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Pd-catalyzed C–H arylation of benzoxazoles and benzothiazoles at the C7 position has been developed

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Pd-catalyzed C–H arylation of benzoxazoles and benzothiazoles at the C7 position has been developed

The recent work “Palladium-Catalyzed Regioselective C–H Bond Arylations of Benzoxazoles and Benzothiazoles at the C7 Position” from OMC team (J.-F. Soulé, H. Doucet) has been highlighted in cover of the issue 7 of “ACS Catalysis” (2016, 6 (7), 4248-4252)

Pd-catalyzed C–H arylation of benzoxazoles and benzothiazoles at the C7 position has been developed for the first time. This unique regioselectivity can be explained by the presence of water, which promotes a ring opening of benzoxazoles or benzothiazoles affording (thio)hydroxy-chelate intermediates. This reaction was also applied to the synthesis of 2-amino-6-arylphenols, which are building blocks for the preparation of pharmaceuticals.

http://pubs.acs.org/toc/accacs/6/7
https://twitter.com/ACSCatalysis/status/748871357547606017