Reductive Cleavage of C–X or N–S Bonds Catalyzed by Super Organoreductant CBZ6
Sida Wang, Bo Yang, Hao Zhang, Jian‐Ping Qu, Yan‐Biao Kang
Abstract
The reductive cleavage of C(Ar)-X bonds is the key step for the cross coupling of Ar-X with other groups. In this work, under the irradiation of 407 nm LEDs using sodium formate as reductant and thiol as hydrogen atom transfer agent, a variety of (hetero)aryl chlorides, bromides, and iodides could be reduced to corresponding (hetero)arenes. The key intermediates, aryl radicals, could be trapped by either hydrogen, phosphite, or borates. The same reduction conditions can be extended to the deprotection of sulfonamides.
Topics & Concepts
ChemistrySodium formateArylCatalysisFormateRadicalReductive eliminationPhotochemistryBond cleavageCleavage (geology)Medicinal chemistryCombinatorial chemistryOrganic chemistryFracture (geology)AlkylGeotechnical engineeringEngineeringSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods