Litcius/Paper detail

“Alkene-to-Alkene” Difunctionalization of Enaminones for the Synthesis of Polyfunctionalized Alkenes by Transition-Metal-Free C–H and C–N Bond Transformation

Jingfeng Ye, Yunyun Liu, Jin Luo, Jie‐Ping Wan

2023Organic Letters37 citationsDOI

Abstract

The three-component reactions of enaminones, disulfides, and alcohols for the synthesis of polyfunctionalized alkenes have been realized via the C-H and C-N bond transformation on enaminones. The reactions proceed in a novel "alkene-to-alkene" difunctionalization mode without using any transition metal. The application of the alkene products in the synthesis of divergent sulfenyl heteroaryls, including sulfenylated pyrazoles, pyrimidines, and isoxazoles, via simple annulation has also been verified.

Topics & Concepts

AlkeneChemistryAnnulationCombinatorial chemistryTransition metalOrganic chemistryMedicinal chemistryCatalysisSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions