Xu, Ze-Ming published the artcileExogenous Photosensitizer-, Metal-, and Base-Free Visible-Light-Promoted C-H Thiolation via Reverse Hydrogen Atom Transfer, Safety of 4-Methoxy-N-phenylbenzamide, the main research area is benzothiazole preparation; photochem oxidative cyclization arylthioamide TEMPO catalyst; oxidative photochem intramol thiolation arylthioamide TEMPO catalyst; mechanism kinetics kinetic isotope effect photochem oxidative cyclization arylthioamide; reduction oxidation potential arylthioamide TEMPO.
N-Arylthioamides such as N-phenylthiobenzamide underwent photochem. visible-light oxidative cyclization reactions in the presence of TEMPO to yield benzothiazoles such as 2-phenylbenzothiazole without added photosensitizer, metal catalyst, or base. The mechanism of the reaction was studied by evaluation of the oxidation and reduction potentials of TEMPO and of selected reactants, determination of the kinetics of and kinetic isotope effects on the reaction, and mass spectrometric identification of reaction intermediates. The reaction likely occurs by absorption of visible light by thioamides to generate their excited states which undergo reverse hydrogen-atom transfer (RHAT) with 2,2,6,6-tetramethylpiperidine N-oxyl to form sulfur radicals; cyclization of the sulfur radicals onto the aryl ring followed by rearomatization via RHAT yields the benzothiazole products.
Organic Letters published new progress about Isotope effect. 7465-88-5 belongs to class amides-buliding-blocks, name is 4-Methoxy-N-phenylbenzamide, and the molecular formula is C14H13NO2, Safety of 4-Methoxy-N-phenylbenzamide.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics