Issue 41, 2010
From the journal:

Chemical Communications

Amine-catalyzed (3+n) annulations of 2-(acetoxymethyl)buta-2,3-dienoates with 1,n-bisnucleophiles (n = 3–5)†

Chaolong Li,a   Qiongmei Zhanga  and  Xiaofeng Tong*a  

* Corresponding authors

a Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, China
E-mail: tongxf@ecust.edu.cn
Tel: +86 21-64253881

Abstract

A tertiary amine-catalyzed formal (3+n) annulation of 2-(acetoxymethyl)buta-2,3-dienoate with 1,n-binucleophiles has been developed, which provides a facile entry to heterocyclic compounds. The mechanism, involving tandem SN2′–SN2′ substitution and Michael addition, has also been established.

Graphical abstract: Amine-catalyzed (3+n) annulations of 2-(acetoxymethyl)buta-2,3-dienoates with 1,n-bisnucleophiles (n = 3–5)

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Article information

DOI
https://doi.org/10.1039/C0CC01966F
Article type
Communication
Submitted
19 Jun 2010
Accepted
24 Aug 2010
First published
20 Sep 2010

Chem. Commun., 2010,46, 7828-7830

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Amine-catalyzed (3+n) annulations of 2-(acetoxymethyl)buta-2,3-dienoates with 1,n-bisnucleophiles (n = 3–5)

C. Li, Q. Zhang and X. Tong, Chem. Commun., 2010, 46, 7828 DOI: 10.1039/C0CC01966F

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