Issue 34, 2015
From the journal:

Organic & Biomolecular Chemistry

One-pot synthesis of GABA amides via the nucleophilic addition of amines to 3,3-disubstituted cyclopropenes†

Vladimir A. Maslivetc,a   Marina Rubinaa  and  Michael Rubin*ab  

* Corresponding authors

a Department of Chemistry, University of Kansas, 1251 Wescoe Hall Dr., Lawrence, KS 66045-7582, USA
E-mail: mrubin@ku.edu
Fax: +1(785) 864-5396
Tel: +1 (785) 864-5071

b Department of Chemistry, North Caucasus State University, 1a Pushkin St., Stavropol 355009, Russian Federation

Abstract

A one-pot synthesis of various GABA amides has been demostrated, employing the nucleophilic addition of primary and secondary amines across the double bond of cyclopropene-3-carboxamides, followed by ring-opening of the resulting donor–acceptor cyclopropanes and subsequent in situ reduction of enamine (imine) intermediates.

Graphical abstract: One-pot synthesis of GABA amides via the nucleophilic addition of amines to 3,3-disubstituted cyclopropenes

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Article information

DOI
https://doi.org/10.1039/C5OB01462J
Article type
Communication
Submitted
16 Jul 2015
Accepted
29 Jul 2015
First published
30 Jul 2015

Org. Biomol. Chem., 2015,13, 8993-8995

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One-pot synthesis of GABA amides via the nucleophilic addition of amines to 3,3-disubstituted cyclopropenes

V. A. Maslivetc, M. Rubina and M. Rubin, Org. Biomol. Chem., 2015, 13, 8993 DOI: 10.1039/C5OB01462J

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