Efficient oxidative cyclization of N -acylhydrazones for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles using t -BuOI under neutral conditions

Abstract: An efficient procedure for the oxidative cyclization of N-acylhydrazones was developed utilizing tert-butyl hypoiodite (t-BuOI), which is generated in situ from t-BuOCl and NaI. A variety of 2,5-disubstituted 1,3,4-oxadiazoles were synthesized in high yields within short reaction time. The method is also suitable for cyclization of N-acylhydrazones derived from heterocyclic aldehydes and aliphatic aldehydes. Mild reaction conditions and simple workup operations make the procedure a good alternative for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Efficient oxidative cyclization of N -acylhydrazones for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles using t -BuOI under neutral conditions ; volume:19 ; number:2 ; year:2013 ; pages:113-119
Heterocyclic communications ; 19, Heft 2 (2013), 113-119

Creator
Gao, Peng
Wei, Yunyang

DOI
10.1515/hc-2012-0179
URN
urn:nbn:de:101:1-2501130544429.181493620257
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:30 AM CEST

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Associated

  • Gao, Peng
  • Wei, Yunyang

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