Issue 46, 2010
From the journal:

Chemical Communications

Exo/endo selectivity-control in Lewis-acid catalyzed tandem heterocyclization/formal [4+3] cycloaddition: synthesis of polyheterocycles from 2-(1-alkynyl)-2-alken-1-ones and 1,3-diphenylisobenzofuran†

Hongyin Gao,a   Xingxing Wua  and  Junliang Zhang*ab  

* Corresponding authors

a Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N, Zhongshan Road, Shanghai 200062, P. R. China
E-mail: jlzhang@chem.ecnu.edu.cn
Fax: +86 21-6223-5039

b State key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, P. R. China

Abstract

A novel catalytic exo/endo selectivity-controllable tandem heterocyclization/formal [4+3] cycloaddition was developed, which provides rapid, efficient and stereoselective access to highly fused polyheterocycles from readily available 2-(1-alkynyl)-2-alken-1-ones and 1,3-diphenylisobenzofuran under mild conditions.

Graphical abstract: Exo/endo selectivity-control in Lewis-acid catalyzed tandem heterocyclization/formal [4+3] cycloaddition: synthesis of polyheterocycles from 2-(1-alkynyl)-2-alken-1-ones and 1,3-diphenylisobenzofuran

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Article information

DOI
https://doi.org/10.1039/C0CC02778B
Article type
Communication
Submitted
24 Jul 2010
Accepted
06 Oct 2010
First published
21 Oct 2010

Chem. Commun., 2010,46, 8764-8766

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Exo/endo selectivity-control in Lewis-acid catalyzed tandem heterocyclization/formal [4+3] cycloaddition: synthesis of polyheterocycles from 2-(1-alkynyl)-2-alken-1-ones and 1,3-diphenylisobenzofuran

H. Gao, X. Wu and J. Zhang, Chem. Commun., 2010, 46, 8764 DOI: 10.1039/C0CC02778B

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