Issue 9, 2007
From the journal:

Green Chemistry

Atom economic synthesis of amidesvia transition metal catalyzed rearrangement of oxaziridines†

Chin Hin Leung,a   Adelina M. Voutchkova,a   Robert H. Crabtree,*a   David Balcellsb  and  Odile Eisenstein*b  

* Corresponding authors

a Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT, USA
E-mail: robert.crabtree@yale.edu
Fax: +1 (203) 432 6344
Tel: +1 (203) 432 3925

b Institut Charles Gerhardt, Université Montpellier 2, CNRS – cc-1501 Place Eugène Bataillon, Montpellier, France
E-mail: odile.eisenstein@univ-montp2.fr
Fax: +33 467144839
Tel: +33 467143306

Abstract

A mild synthetic route to amides involves imine oxidation to an oxaziridine followed by a transition-metal catalyzed rearrangement to the amide. This route shows potential for a greener pathway to amides. DFT studies showed a possible rearrangement pathway in the case of the Rh catalyst.

Graphical abstract: Atom economic synthesis of amidesvia transition metal catalyzed rearrangement of oxaziridines

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Article information

DOI
https://doi.org/10.1039/B706164A
Article type
Communication
Submitted
24 Apr 2007
Accepted
22 May 2007
First published
06 Jun 2007

Green Chem., 2007,9, 976-979

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Atom economic synthesis of amidesvia transition metal catalyzed rearrangement of oxaziridines

C. H. Leung, A. M. Voutchkova, R. H. Crabtree, D. Balcells and O. Eisenstein, Green Chem., 2007, 9, 976 DOI: 10.1039/B706164A

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