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Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2017 Sep 15; Vol. 82 (18), pp. 9923-9929. Date of Electronic Publication: 2017 Sep 01. - Publication Year :
- 2017
-
Abstract
- 5-Substituted-2-ethoxy-1,3,4-oxadiazoles were conveniently prepared through a one-pot sequential N-acylation/dehydrative cyclization between ethyl carbazate and N-acylbenzotriazoles in the presence of Ph <subscript>3</subscript> P-I <subscript>2</subscript> as a dehydrating agent. Subsequent treatment with a stoichiometric amount of alkyl halides (X = Cl, Br, I) enables a rapid access to a variety of 3,5-disubstituted 1,3,4-oxadiazol-2(3H)-ones in good to excellent yields.
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 82
- Issue :
- 18
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 28862855
- Full Text :
- https://doi.org/10.1021/acs.joc.7b01863