Iodine(III)-Catalyzed Formal [2 + 2 + 1] Cycloaddition Reaction for Metal-Free Construction of Oxazoles

Takuma Yagyu, Yusuke Takemoto, Akira Yoshimura, Viktor V. Zhdankin, Akio Saito

Research output: Contribution to journalArticlepeer-review

45 Scopus citations

Abstract

The iodine(III) catalyst, in situ generated from iodoarene as a precatalyst with m-CPBA and Tf2NH, promoted the metal-free [2 + 2 + 1] cycloaddition-type reactions of alkynes, nitriles, and oxygen atoms for the regioselective formations of 2,4-disubstituted and 2,4,5-trisubstituted oxazole. A first example of iodine catalysis for multicomponent reactions is represented.

Original languageEnglish (US)
Pages (from-to)2506-2509
Number of pages4
JournalOrganic Letters
Volume19
Issue number10
DOIs
StatePublished - May 19 2017

Bibliographical note

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

Publisher Copyright:
© 2017 American Chemical Society.

Copyright:
Copyright 2017 Elsevier B.V., All rights reserved.

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