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Borenium-Catalyzed Reduction of Pyridines through the Combined Action of Hydrogen and Hydrosilane.
- Source :
-
Organic letters [Org Lett] 2021 Sep 03; Vol. 23 (17), pp. 6617-6621. Date of Electronic Publication: 2021 Aug 12. - Publication Year :
- 2021
-
Abstract
- Mesoionic carbene-stabilized borenium ions efficiently reduce substituted pyridines to piperidines in the presence of a hydrosilane and a hydrogen atmosphere. Control experiments and deuterium labeling studies demonstrate reversible hydrosilylation of the pyridine, enabling full reduction of the N-heterocycle under milder conditions. The silane is a critical reaction component to prevent adduct formation between the piperidine product and the borenium catalyst.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 23
- Issue :
- 17
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 34383490
- Full Text :
- https://doi.org/10.1021/acs.orglett.1c01892