Iodine(III)-Mediated/Catalyzed Cycloisomerization–Amination Sequence of N-Propargyl Carboxamides

Yuki Okamura, Daisuke Sato, Akira Yoshimura, Viktor V. Zhdankin, Akio Saito

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

(Diacetoxyiodo)benzene or iodine(III) catalyst, in situ generated from iodobenzene precatalyst with Oxone, promotes the cycloisomerization–amination sequence of N-propargyl carboxamides with bis(sulfonyl)imides under mild conditions, thereby leading to the direct formation of oxazoles bearing nitrogen functional groups. (Figure presented.).

Original languageEnglish (US)
Pages (from-to)3243-3247
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume359
Issue number18
DOIs
StatePublished - Sep 18 2017

Bibliographical note

Funding Information:
This work was partially supported by JSPS Grants-in-Aid for Scientific Research (C) (Grant No 15K07852), by the Society of Iodine Science and by the Takeda Science Foundation. V.V.Z. is also thankful to the National Science Foundation (CHE-1262479).

Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • amides
  • amination
  • cycloisomerization
  • iodine
  • oxazoles

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