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Phenylglyoxylic Acid: An Efficient Initiator for the Photochemical Hydrogen Atom Transfer C−H Functionalization of Heterocycles
Author(s) -
Papadopoulos Giorgos N.,
Kokotou Maroula G.,
Spiliopoulou Nikoleta,
Nikitas Nikolaos F.,
Voutyritsa Errika,
Tzaras Dimitrios I.,
Kaplaneris Nikolaos,
Kokotos Christoforos G.
Publication year - 2020
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.202001892
Subject(s) - surface modification , chemistry , hydrogen atom , photochemistry , hydrogen , metal organic framework , atom (system on chip) , combinatorial chemistry , organic chemistry , alkyl , adsorption , computer science , embedded system
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.