Dehydration of amides to nitriles under conditions of a catalytic appel reaction
journal contribution
posted on 2018-01-26, 12:34 authored by Sergei A. Shipilovskikh, Vladimir Yu Vaganov, Elena I. Denisova, Aleksandr E. Rubtsov, Andrei MalkovAndrei MalkovA highly expedient protocol for a catalytic Appel-type dehydration of amides to nitriles has been developed that employs oxalyl chloride and triethylamine along with triphenylphosphine oxide as a catalyst. The reactions are usually complete in less than 10 min with only a 1 mol % catalyst loading. The reaction scope includes aromatic, heteroaromatic, and aliphatic amides, including derivatives of α-hydroxy and α-amino acids.
Funding
The authors thank Russian Science Foundation for grant 15-13-00092.
History
School
- Science
Department
- Chemistry
Published in
Org LettCitation
SHIPILOVSKIKH, S.A. ...et al., 2018. Dehydration of amides to nitriles under conditions of a catalytic appel reaction. United States, Organic Letters, 20 (3), pp.728–731.Publisher
© American Chemical Society (ACS)Version
- AM (Accepted Manuscript)
Publisher statement
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/Publication date
2018-01-10Notes
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/10.1021/acs.orglett.7b03862.eISSN
1523-7052Publisher version
Language
- en
