Enabling the Use of Alkyl Thianthrenium Salts in Cross‐Coupling Reactions by Copper Catalysis
Cheng Chen, Minyan Wang, Hongjian Lu, Binlin Zhao, Zhuangzhi Shi
Abstract
Abstract Alkyl groups are one of the most widely used groups in organic synthesis. Here, a a series of thianthrenium salts have been synthesized that act as reliable alkylation reagents and readily engage in copper‐catalyzed Sonogashira reactions to build C(sp 3 )−C(sp) bonds under mild photochemical conditions. Diverse alkyl thianthrenium salts, including methyl and disubstituted thianthrenium salts, are employed with great functional breadth, since sensitive Cl, Br, and I atoms, which are poorly tolerated in conventional approaches, are compatible. The generality of the developed alkyl reagents has also been demonstrated in copper‐catalyzed Kumada reactions.
Topics & Concepts
Sonogashira couplingChemistryReagentAlkylCopperCatalysisCleavage (geology)Coupling reactionCombinatorial chemistryOrganic chemistryBond cleavagePolymer chemistryPalladiumMaterials scienceComposite materialFracture (geology)Catalytic Cross-Coupling ReactionsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions