Litcius/Paper detail

Copper-Catalyzed Vicinal Cyano-, Thiocyano-, and Chlorophosphorylation of Alkynes: A Phosphinoyl Radical-Initiated Approach for Difunctionalized Alkenes

Ze‐Kun Tao, Chengkun Li, Jian‐An Li, Adedamola Shoberu, Wei Zhang, Jian‐Ping Zou

2021Organic Letters26 citationsDOI

Abstract

A copper-catalyzed difunctional cyano-, thiocyano-, and chlorophosphorylation reaction of alkynes with P(O)–H compounds and coupling partners (TBACN, TMSNCS, TMSCl) is described. The reaction introduces versatile groups (−P(O)R2 and −CN, −SCN, or −Cl) to form tri- and tetrasubstituted alkenyl phosphine oxides/phosphonates regio- and stereoselectively.

Topics & Concepts

ChemistryVicinalPhosphineCatalysisMedicinal chemistryCopperOrganic chemistryCombinatorial chemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions