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α-Nitro Ketone Synthesis Using N-Acylbenzotriazoles

Supporting Info

Alan R. Katritzky,*^‡ Ashraf A. A. Abdel-Fattah,^‡ Anna V. Gromova,^‡ Rachel Witek,^‡ and Peter J. Steel^§

Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, and Department of Chemistry, University of Canterbury, Christchurch, New Zealand

J. Org. Chem., 2005, 70 (23), pp 9211–9214

DOI: 10.1021/jo051231x

Publication Date (Web): October 20, 2005

To whom correspondence should be addressed. Fax: (352) 392-9199.

‡

University of Florida.

University of Canterbury.

, katritzky@chem.ufl.edu

Abstract

Readily available N-acylbenzotriazoles 2a−l (derived from a variety of aliphatic, (hetero)aromatic, and N-protected α-amino carboxylic acids) smoothly convert primary 3a−c and α-functionalized primary nitroalkanes 3d into the corresponding α-nitro ketones 5a−p in yields of 39−86% (average 63%).

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Published In Issue November 11, 2005
Received June 15, 2005

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Article

α-Nitro Ketone Synthesis Using N-Acylbenzotriazoles