Visible-Light-Promoted Metal- and Photocatalyst-Free Reactions between Arylglyoxylic Acids and Tetraalkylthiuram Disulfides: Synthesis of α-Ketoamides
Subhankar Kumar Sarkar, Satyajit Pal, Anindita Mukherjee, Sougata Santra, Grigory V. Zyryanov, Adinath Majee
Abstract
A convenient and new synthetic approach has been developed for the oxidative cross-coupling of the C-N bond through the reaction between arylglyoxylic acids and tetraalkylthiuram disulfides. The reaction proceeds under ambient air at room temperature in the presence of visible light. This reaction offers a metal-, base-, photocatalyst-, and solvent-free synthesis of various α-ketoamides with moderate to excellent yields via the radical pathway. In addition, this protocol demonstrates the potential application of a gram-scale synthesis.
Topics & Concepts
PhotocatalysisVisible spectrumPhotochemistryChemistryCoupling reactionSolventMetalCatalysisReaction conditionsCombinatorial chemistryOxidative coupling of methaneOrganic chemistryMaterials scienceOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods