Cobaloxime-Based Metalloradical Catalysis: A Versatile Strategy for the Synthesis of Cyclopropenes and Oxazoles

Authors

Liming Tan, Utah State University
Keyang Wu, Utah State University
Gang Li, Utah State UniversityFollow

Document Type

Article

Journal/Book Title/Conference

Angewandte Chemie (International Edition)

Volume

64

Issue

22

Publisher

Wiley-VCH Verlag GmbH & Co. KGaA

Publication Date

5-26-2025

First Page

1

Last Page

6

Abstract

Metalloradical catalysis (MRC), predominantly exemplified by metalloporphyrin complexes, has emerged as a promising strategy for regulating radical reactions and broadening their synthetic applications. Here, an efficient catalytic method has been devised for the radical [2 + 1] cyclopropenation of alkynes and radical [3 + 2] oxazolation of nitriles using α-aryldiazoacetates via MRC. Cobaloxime proves effective in facilitating the metalloradical [2 + 1] cyclopropenation of alkynes and radical [3 + 2] oxazolation cycloaddition reaction under mild conditions. The reactions demonstrate broad substrate tolerance, accommodating gram-scale transformations and the synthesis of pharmaceutical com-pounds. Our findings highlight the significant potential of cobaloxime-catalyzed cycloaddition as a valuable tool in organic synthesis and broaden the scope of metalloradical systems in catalysis.

Recommended Citation

L. Tan, K. Wu, G. Li, Angew. Chem. Int. Ed. 2025, 64, e202500667. https://doi.org/10.1002/anie.202500667