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Phenylglyoxylic Acid: An Efficient Initiator for the Photochemical Hydrogen Atom Transfer C−H Functionalization of Heterocycles

Giorgos N. Papadopoulos, Maroula G. Kokotou, Nikoleta Spiliopoulou, Nikolaos F. Nikitas, Errika Voutyritsa, Dimitrios‐Ioannis Tzaras, Nikolaos Kaplaneris, Christoforos G. Kokotos

2020ChemSusChem62 citationsDOI

Abstract

C-H functionalization at the α-position of heterocycles has become a rapidly growing area of research. Herein, a cheap and efficient photochemical method was developed for the C-H functionalization of heterocycles. Phenylglyoxylic acid (PhCOCOOH) could behave as an alternative to metal-based catalysts and organic dyes and provided a very general and wide array of photochemical C-H alkylation, alkenylation, and alkynylation, as well as C-N bond forming reaction methodologies. This novel, mild, and metal-free protocol was successfully employed in the functionalization of a wide range of C-H bonds, utilizing not only O- or N-heterocycles, but also the less studied S-heterocycles.

Topics & Concepts

Surface modificationChemistryHydrogen atomPhotochemistryHydrogenMetal-organic frameworkAtom (system on chip)Combinatorial chemistryOrganic chemistryPhysical chemistryEmbedded systemAdsorptionComputer scienceAlkylRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions
Phenylglyoxylic Acid: An Efficient Initiator for the Photochemical Hydrogen Atom Transfer C−H Functionalization of Heterocycles | Litcius