Reductive Molybdenum‐Catalyzed Direct Amination of Boronic Acids with Nitro Compounds
- 21 December 2018
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition
- Vol. 58 (7) , 2129-2133
Abstract
The synthesis of aromatic amines is of utmost importance in a wide range of chemical contexts. We report a direct amination of boronic acids with nitro compounds to yield (hetero)aryl amines. The novel combination of a dioxomolybdenum(VI) catalyst and triphenylphosphine as inexpensive reductant has revealed to be decisive to achieve this new C−N coupling. Our methodology has proven to be scalable, air and moisture tolerant, highly chemoselective and engages both aliphatic and aromatic nitro compounds. Moreover, this general and step‐economical synthesis of aromatic secondary amines showcases orthogonality to other aromatic amine syntheses as it tolerates aryl halides and carbonyl compounds.Keywords
Funding Information
- Secretaría de Estado de Investigación, Desarrollo e Innovación (CTQ2016-75023-C2-1-P)
- Consejería de Educación, Junta de Castilla y León (BU076U16, BU022G18, BU291P18)
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