Sulfonylation of Pyridyl Phosphonium Salts with Sulfinate Salts in Aqueous Media for the Synthesis of 4-Pyridyl Sulfones via C–P Bond Cleavage
Bo‐Jie Huo, Wenwen Wang, Yi-Jie Huang, Xue‐Qiang Chu, Hao Xu, Xiaocong Zhou, Weidong Rao, Zhi‐Liang Shen
Abstract
-initiated sulfonylation of pyridyl phosphonium salts with sulfinate salts in aqueous media has been developed for facile access to 4-pyridyl sulfones. The reactions, which employed pyridyl phosphonium salts as efficient pyridylation agents via C-P bond activation, showed both broad substrate generality and good functional group compatibility. In addition, the scale-up synthesis and the late-stage modification of pharmaceutically active complex molecules (e.g., loratadine, bisacodyl) could also be successfully realized.
Topics & Concepts
ChemistryPhosphoniumCleavage (geology)Aqueous mediumAqueous solutionBond cleavageMedicinal chemistryOrganic chemistryPolymer chemistryCatalysisGeotechnical engineeringFracture (geology)EngineeringSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsRadical Photochemical Reactions