Divergent functionalization of terminal alkynes enabled alkynylative [5+1] benzannulation of 3-acetoxy-1,4-enynes.

Chem Commun (Camb)

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China.

Published: December 2020

We here describe an alkynylative [5+1] benzannulation of 3-acetoxy-1,4-enynes with terminal alkynes, which enables both the construction of a benzene ring skeleton and intermolecular incorporation of an alkynyl group in a single reaction using Pd and Cu cooperative catalysts. The method represents efficient access to internal aryl alkynes through divergent functionalization of two terminal alkyne components: one alkyne serves as the one-carbon unit to realize the [5+1] benzannulation and the other alkyne as a nucleophile terminates the reaction.

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http://dx.doi.org/10.1039/d0cc06793hDOI Listing

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