Issue 97, 2020
From the journal:

Chemical Communications

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

Li-Jun Wu,a   Liang-Feng Yang,ab   Gui-Fen Lva  and  Jin-Heng Li ORCID logo *abc  

* Corresponding authors

a Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China
E-mail: jhli@hnu.edu.cn

b State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, China

c State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China

Abstract

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.

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

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Article information

DOI
https://doi.org/10.1039/D0CC06793H
Article type
Communication
Submitted
11 Oct 2020
Accepted
13 Nov 2020
First published
14 Nov 2020

Chem. Commun., 2020,56, 15329-15332

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

L. Wu, L. Yang, G. Lv and J. Li, Chem. Commun., 2020, 56, 15329 DOI: 10.1039/D0CC06793H

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