Manganese‐Catalyzed Oxidative Azidation of Cyclobutanols: Regiospecific Synthesis of Alkyl Azides by C-C Bond Cleavage
Authors:
- 1 September 2015
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition
- Vol. 54 (43) , 12692-12696
Abstract
A novel, manganese‐catalyzed oxidative azidation of cyclobutanols is described. A wide range of primary, secondary, and tertiary alkyl azides were generated in synthetically useful yields and exclusive regioselectivity. Aside from linear alkyl azides, otherwise elusive medium‐sized cyclic azides were also readily prepared. Preliminary mechanistic studies reveal that the reaction likely proceeds by a radical‐mediated CC bond cleavage/CN3 bond formation pathway.Keywords
Funding Information
- Soochow University
- National Natural Science Foundation of China (21402134)
- Natural Science Foundation of Jiangsu (BK20140306)
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