Issue 37, 2010
From the journal:

Chemical Communications

Solvent-free microwave-assisted multi-component reaction for preparation of 2-amino-1-aryl-2-(cyclohex-1-enyl)ethanones as precursors of pseudoephedrine analogues†

Li-Jian Maa  and  Tsutomu Inokuchi*a  

* Corresponding authors

a Department of Medicinal and Bioengineering Science, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan
E-mail: inokuchi@cc.okayama-u.ac.jp
Fax: +81-86-251-8021
Tel: +81-86-251-8210

Abstract

Microwave irradiation of chloroacetylarenes and enamines induced an aza-Darzens reaction followed by rearrangement of the aziridinium intermediate to give (2-amino-3-alkenoyl)arenes that were reduced selectively to syn-β-aminoalcohols as pseudo-ephedrine analogues.

Graphical abstract: Solvent-free microwave-assisted multi-component reaction for preparation of 2-amino-1-aryl-2-(cyclohex-1-enyl)ethanones as precursors of pseudoephedrine analogues

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Article information

DOI
https://doi.org/10.1039/C0CC00859A
Article type
Communication
Submitted
10 Apr 2010
Accepted
28 Jul 2010
First published
25 Aug 2010

Chem. Commun., 2010,46, 7037-7039

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Solvent-free microwave-assisted multi-component reaction for preparation of 2-amino-1-aryl-2-(cyclohex-1-enyl)ethanones as precursors of pseudoephedrine analogues

L. Ma and T. Inokuchi, Chem. Commun., 2010, 46, 7037 DOI: 10.1039/C0CC00859A

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