Litcius/Paper detail

General Cu-Catalyzed C<sub>sp</sub>–S Coupling

Éric Godin, Jeffrey Santandrea, Antoine Caron, Shawn K. Collins

2020Organic Letters31 citationsDOI

Abstract

Copper-catalyzed cross-coupling of thiols and bromoalkynes affords a mild, rapid, and selective Csp–S coupling with broad scope, enabling the use of aryl-, alkyl-, and silyl-substituted alkynyl coupling partners (38 total examples, 50–99% yields). Importantly, the method enables the preparation of difficult-to-access bis-heteroatom-functionalized (S,S-, S,P-, and S,N-) alkynes.

Topics & Concepts

ChemistryArylCatalysisHeteroatomAlkylCoupling (piping)SilylationCombinatorial chemistryCopperScope (computer science)Medicinal chemistryCoupling reactionPolymer chemistryOrganic chemistryEngineeringProgramming languageComputer scienceMechanical engineeringSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsClick Chemistry and Applications