Issue 43, 2012
From the journal:

Chemical Communications

An unprecedented ring-opening reaction of N-(aziridin-2-ylmethylene)hydrazines to facile synthesis of functionalized enamines catalysed by Lewis acid†

Zhen Zhang,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

An interesting Lewis acid-catalysed ring-opening reaction of N-(aziridin-2-ylmethylene)hydrazines has been described in this context. A variety of functionalized enamines could be obtained in good yields through a highly regioselective cleavage of a carbon–nitrogen single bond in the aziridines along with a 1,2-migration of the substituent.

Graphical abstract: An unprecedented ring-opening reaction of N-(aziridin-2-ylmethylene)hydrazines to facile synthesis of functionalized enamines catalysed by Lewis acid

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2CC31911J
Article type
Communication
Submitted
15 Mar 2012
Accepted
03 Apr 2012
First published
04 Apr 2012

Chem. Commun., 2012,48, 5334-5336

Permissions

Request permissions

An unprecedented ring-opening reaction of N-(aziridin-2-ylmethylene)hydrazines to facile synthesis of functionalized enamines catalysed by Lewis acid

Z. Zhang, Y. Wei and M. Shi, Chem. Commun., 2012, 48, 5334 DOI: 10.1039/C2CC31911J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements