Visible-Light-Induced Radical gem-Iodoallylation of 2,2,2-Trifluorodiazoethane

Yu Liu; Tengfei Pang; Weijun Yao; Fangrui Zhong; Guojiao Wu

doi:10.1021/acs.orglett.3c00464

Visible-Light-Induced Radical gem-Iodoallylation of 2,2,2-Trifluorodiazoethane

Org Lett. 2023 Mar 24;25(11):1958-1962. doi: 10.1021/acs.orglett.3c00464. Epub 2023 Mar 13.

Authors

Yu Liu¹, Tengfei Pang¹, Weijun Yao², Fangrui Zhong¹, Guojiao Wu¹

Affiliations

¹ Hubei Key Laboratory of Bioinorganic Chemistry & Materia Medica, Hubei Engineering Research Center for Biomaterials and Medical Protective Materials, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology (HUST), 1037 Luoyu Road, Wuhan 430074, China.
² Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, P.R. China.

PMID: 36912766
DOI: 10.1021/acs.orglett.3c00464

Abstract

A visible-light-induced radical gem-iodoallylation of CF₃CHN₂ was developed under mild conditions, delivering a variety of α-CF₃-substituted homoallylic iodide compounds in moderate to excellent yields. The transformation features broad substrate scope, good functional group compatibility, and operational simplicity. The described protocol provides a convenient and attractive tool to apply CF₃CHN₂ as CF₃-introduction reagent in radical synthetic chemistry.