Article
Direct synthesis of nitriles from aldehydes with hydroxylamine-O-sulfonic acid in acidic water
Tetrahedron Letters
(2016)
Abstract
Herein is reported the selective transformation of aldehydes to nitriles in the presence of hydroxylamine-O-sulfonic acid (NH2OSO3H) as a source of the N atom and acidic water. The reaction works with high yields for a large array of aromatic and aliphatic aldehydes, as well as hindered aldehydes and conjugated aldehydes without purification. The reaction conditions are very mild and tolerate a wide array of functional groups. In principle, the reaction can be completed in vinegar.
Keywords
- Nitrile synthesis,
- Hydroxylamine-O-sulfonic acid,
- Nitrogen transfer reagents,
- Diaziridines
Disciplines
Publication Date
August, 2016
DOI
10.1016/j.tetlet.2016.07.047
Citation Information
Dylan J. Quinn, Graham J. Haun and Gustavo Moura-Letts. "Direct synthesis of nitriles from aldehydes with hydroxylamine-O-sulfonic acid in acidic water" Tetrahedron Letters Vol. 57 Iss. 34 (2016) p. 3844 - 3847 ISSN: 0040-4039 Available at: http://works.bepress.com/gustavo-moura-letts/5/