Three-Component Synthesis of Multiple Functionalized Allenes via Copper/Photoredox Dual Catalyzed 1,4-Alkylcyanation of 1,3-Enynes
Yue Pu, Shumin Ding, Hai‐Xia Zhao, Q. Z. Xue, Heng Zhang, Xiaotian Xie, Yongjia Shang, Jian Wang
Abstract
Efficient access to multiple functionalized allenes via a three component 1,4-alkylcyanation of enynes with cyclic alcohol derivatives in the presence of trimethylsilyl cyanide (TMSCN) under copper/photoredox dual catalysis has been developed. Both easily transformable aldehyde and cyano groups were introduced to tetra-substituted allenes through light-induced C-C bond cleavage of cyclic butanol and pentanol derivatives. The reactions proceeded smoothly under mild conditions with broad functional groups tolerance.
Topics & Concepts
ChemistryComponent (thermodynamics)Dual (grammatical number)CatalysisCopperCombinatorial chemistryDual roleOrganic chemistryPhysicsArtThermodynamicsLiteratureSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions