Light induced interrupted alkene diiodination with carbon atom insertion: access to trifluoromethylated 1,3-diiodoalkanes†

Abstract

In contrast to the well-established 1,2-dihalogenation, the development of strategies for the synthesis of 1,3-dihalides from feedstock alkenes and elemental halogens under mild conditions remains a challenge and is highly desirable. In the present study, we report a CF₃CHN₂-extended 1,3-diiodination with alkyl/aryl alkenes through interrupted alkene diiodination with carbon atom insertion under visible light. This practical, convenient and eco-friendly protocol enables the rapid synthesis of a diverse array of valuable trifluoromethylated 1,3-diiodides with step and atom economy. The versatile transformations of the products highlight the appeal and utility of this method as a powerful platform for the diverse synthesis of CF₃-containing compounds.