Photoinduced Rapid Multicomponent Cascade Reaction of Aryldiazonium Salts with Unactivated Alkenes and TMSN3

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.

Automated summary

This study demonstrates a photoinduced rapid multicomponent cascade reaction of aryldiazonium salts with unactivated alkenes and trimethylsilyl azide under oxidant-free conditions, providing a synthetic route for a wide range of unsymmetric azo compounds. The compounds are obtained in good to excellent yields under mild reaction conditions. The control experiment confirms the reaction mechanism follows a radical pathway.