Iodine-Promoted Sulfoximidation of Cinnamic Acids via Oxidative C═C Bond Cleavage
Parbin Rahman, Nikita Chakraborty, Bhisma K. Patel, Kamal Krishna Rajbongshi
Abstract
An iodine-promoted C═C bond cleavage with concomitant decarboxylation and cross-coupling between cinnamic acids and NH -sulfoximines has been developed. This reaction proceeds via selective C═C bond cleavage, followed by decarboxylation and oxidative sulfoximidation. This metal- and base-free protocol involves dioxygen as the source of oxygen, which is facilitated by tert -butyl hydroperoxide (TBHP) as the oxidant affording N -aroylated sulfoximines with good functional group tolerance and good yields.
Topics & Concepts
ChemistryDecarboxylationOxidative decarboxylationBond cleavageIodineCinnamic acidOxidative phosphorylationPeroxideCleavage (geology)Oxidative cleavageOxygenMedicinal chemistryStereochemistryOrganic chemistryCatalysisBiochemistryEngineeringFracture (geology)Geotechnical engineeringSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques