Synthesis of Oxazoline and Oxazole Derivatives by Hypervalent-Iodine-Mediated Oxidative Cycloaddition Reactions

Author:

Yoshimura Akira1ORCID,Saito Akio2ORCID,Zhdankin Viktor V.1ORCID,Yusubov Mekhman S.3ORCID

Affiliation:

1. Department of Chemistry and Biochemistry, University of Minnesota Duluth

2. Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology

3. Research School of Chemistry and Applied Biomedical Sciences, The Tomsk Polytechnic University

Abstract

Organohypervalent iodine reagents are widely used for the preparation of various oxazolines, oxazoles, isoxazolines, and isoxazoles. In the formation of these heterocyclic compounds, hypervalent iodine species can serve as the activating reagents for various substrates, as well as the heteroatom donor reagents. In recent research, both chemical and electrochemical approaches toward generation of hypervalent iodine species have been utilized. The in situ generated active species can react with appropriate substrates to give the corresponding heterocyclic products. In this short review, we summarize the hypervalent-iodine­-mediated preparation of oxazolines, oxazoles, isoxazolines, and isoxazoles starting from various substrates.1 Introduction2 Synthesis of Oxazolines3 Synthesis of Oxazoles4 Synthesis of Isoxazolines5 Synthesis of Isoxazoles6 Conclusion

Funder

Russian Science Foundation

Tomsk Polytechnic University Competitiveness Enhancement Program

National Science Foundation

Japan Society for the Promotion of Science

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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