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Boron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2015 Jul 17; Vol. 80 (14), pp. 7281-7. Date of Electronic Publication: 2015 Jul 08. - Publication Year :
- 2015
-
Abstract
- Silylative reduction of nitriles was studied under transition metal-free conditions by using B(C6F5)3 as a catalyst with hydrosilanes as a reductant. Alkyl and (hetero)aryl nitriles were efficiently converted to primary amines or imines under mild conditions. The choice of silanes was found to determine the selectivity: while a full reduction of nitriles was highly facile, the use of sterically bulky silanes allowed for the partial reduction leading to N-silylimines.
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 80
- Issue :
- 14
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 26152758
- Full Text :
- https://doi.org/10.1021/acs.joc.5b00941