Issue 24, 2013
From the journal:

Organic & Biomolecular Chemistry

Thermal induced intramolecular [2 + 2] cycloaddition of allene-ACPs†

Kai Chen,a   Run Sun,a   Qin Xu,*a   Yin Weib  and  Min Shi*ab  

* Corresponding authors

a Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, P. R. China

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China
E-mail: mshi@mail.sioc.ac.cn

Abstract

A facile synthetic method for preparation of bicyclo[4.2.0] nitrogen heterocycles has been developed via a thermal induced intramolecular [2 + 2] cycloaddition reaction of allene-ACPs. The DFT calculations indicate that this intramolecular cycloaddition proceeds in a concerted manner and a strained small ring is essential.

Graphical abstract: Thermal induced intramolecular [2 + 2] cycloaddition of allene-ACPs

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Article information

DOI
https://doi.org/10.1039/C3OB40911B
Article type
Communication
Submitted
02 May 2013
Accepted
04 May 2013
First published
09 May 2013

Org. Biomol. Chem., 2013,11, 3949-3953

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Thermal induced intramolecular [2 + 2] cycloaddition of allene-ACPs

K. Chen, R. Sun, Q. Xu, Y. Wei and M. Shi, Org. Biomol. Chem., 2013, 11, 3949 DOI: 10.1039/C3OB40911B

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