Photo-Promoted Decarboxylative Alkylation of <i>α</i>,<i>β</i>-Unsaturated Carboxylic Acids with ICH<sub>2</sub>CN for the Synthesis of <i>β</i>,<i>γ</i>-Unsaturated Nitriles
Chunxiang Pan, Chunhui Yang, Kangkui Li, Keyang Zhang, Yuanbin Zhu, Shiyuan Wu, Yongyun Zhou, Baomin Fan
Abstract
An efficient, catalyst/photocatalyst-free, and cost-effective methodology for the decarboxylative alkylation of α,β-unsaturated carboxylic acids to synthesize β,γ-unsaturated nitriles has been developed. The reaction proceeded in an environmentally benign atmosphere of blue light-emitting diode irradiation with K2CO3 and water at room temperature. The methodology worked for a wide range of substrates (22 examples) with up to 83% yield. The protocol is also compatible for gram-scale synthesis.
Topics & Concepts
ChemistryAlkylationYield (engineering)CatalysisDecarboxylationPhotocatalysisOrganic chemistryReaction conditionsCombinatorial chemistryMaterials scienceMetallurgyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques