Photoinduced Rapid Multicomponent Cascade Reaction of Aryldiazonium Salts with Unactivated Alkenes and TMSN<sub>3</sub>
Jiabin Shen, Jun Xu, Lei He, Yani Ouyang, Lin Huang, Wanmei Li, Qing Zhu, Pengfei Zhang
Abstract
The first example of a photoinduced rapid multicomponent cascade reaction of aryldiazonium salts with unactivated alkenes and trimethylsilyl azide (TMSN3) under oxidant-free conditions is described. This approach provides the synthetic route for a wide range of unsymmetric azo compounds. The compounds are obtained in good to excellent yields under mild reaction conditions. This transformation is applicable to various aryldiazonium salts and alkenes, providing an alternative route for the synthesis of unsymmetric azo compounds. The control experiment demonstrates that the reaction mechanism follows a radical pathway.
Topics & Concepts
ChemistryCascadeReaction conditionsCombinatorial chemistryAzideTrimethylsilyl azideRadicalTrimethylsilylCascade reactionOrganic chemistryPhotochemistryCatalysisChromatographyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques