Copper-Catalyzed Synthesis of Masked (Hetero)Aryl Sulfinates
May R. Merino, Xinlan A. F. Cook, David C. Blakemore, Ian B. Moses, Neal W. Sach, Andre Shavnya, Michael C. Willis
Abstract
High Resolution Image Download MS PowerPoint Slide Catalysis using substoichiometric copper facilitates the synthesis of masked (hetero)aryl sulfinates under mild, base-free conditions from aryl iodides and the commercial sulfonylation reagent sodium 1-methyl 3-sulfinopropanoate (SMOPS). The development of a tert -butyl ester variant of the SMOPS reagent allowed the use of aryl bromide substrates. The sulfones thus generated can be unmasked and functionalized in situ to form a variety of sulfonyl-containing functional groups.
Topics & Concepts
ChemistryArylReagentSulfonylCatalysisBromideCopperCombinatorial chemistryOrganic chemistrySodium bromideBase (topology)SodiumMathematical analysisMathematicsAlkylSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods