Copper/Iron Controlled Regioselective 1,2-Carboazidation of 1,3-Dienes with Acetonitrile and Azidotrimethylsilane

Abstract

The azidocyanation and diazidation were carried out on 1,3-dienes compounds, using TMSN3 as the azide source and MeCN as the cyanoalkylation reagent. This method exhibits excellent functional group tolerance, a broad substrate range, and a short reaction time, providing an effective pathway for synthesizing valuable azides. Our report introduces an unprecedented strategy for azidocyanation and diazidation of 1,3-dienes, with mechanism studies indicating that the reaction involves a radical pathway.