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One-Pot o-Nitrobenzenesulfonylhydrazide (NBSH) Formation-Diimide Alkene Reduction Protocol

Barrie J. Marsh and David R. Carbery*

*Department of Chemistry, University of Bath, Bath, BA2 7AY, U.K., Email: d.carberybath.ac.uk

B. J. Marsh, D. R. Carbery, J. Org. Chem., 2009, 74, 3186-3188.

DOI: 10.1021/jo900237y (free Supporting Information)


Abstract

A one-pot protocol for the formation of 2-nitrobenzenesulfonylhydrazide (NBSH) from commercial reagents and subsequent alkene reduction is operationally simple and generally efficient. A range of 16 substrates have been reduced, highlighting the unique chemoselectivity of diimide as a alkene reduction system.

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Key Words

2-nitrobenzenesulfonylhydrazide, reduction of alkenes


ID: J42-Y2009-1270