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Facile access to 2,2-diaryl 2H-chromenes through a palladium-catalyzed cascade reaction of ortho-vinyl bromobenzenes with N-tosylhydrazones

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Abstract

A palladium-catalyzed cascade reaction of ortho-vinyl bromobenzenes with N-tosylhydrazones has been developed, which provides a facile approach to 2,2-disubstituted 2H-chromenes. The migration of palladium from the aryl to vinyl position is crucial, as the in situ produced vinyl palladium intermediate could further react with diazo compounds to generate the reactive species for the sequential annulation.

Graphical abstract: Facile access to 2,2-diaryl 2H-chromenes through a palladium-catalyzed cascade reaction of ortho-vinyl bromobenzenes with N-tosylhydrazones

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Article information


Submitted
12 May 2020
Accepted
21 Jun 2020
First published
29 Jun 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Communication

Facile access to 2,2-diaryl 2H-chromenes through a palladium-catalyzed cascade reaction of ortho-vinyl bromobenzenes with N-tosylhydrazones

H. Zhang, Y. Yu and X. Huang, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/D0OB00978D

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