75142-20-0Relevant academic research and scientific papers
PHOTOCHEMICAL AND THERMAL REACTIONS OF HETEROCYCLES. IV. PHOTO-OXIDATION REACTIONS OF MESOIONIC DITHIOLIUMOLATE, THIAZOLIUMOLATE, AND RELATED HETEROCYCLES. SOLVENT EFFECTS ON THE COURSE OF THE PHOTO-OXIDATION
Kato, Hiroshi,Tani, Kazue,Kurumisawa, Haruki,Tamura, Yoshiko
, p. 1313 - 1322 (2007/10/02)
Photo-oxidation of mesoionic 1,3-dithiolium-4-olates (1) gave diacyl disulfide (2), and that of a mesoionic thiazolium-4-olate (6) and oxazolium-5-olate (9) gave diacylamides as the main products.The formation of these products was rationalized by a route involving fragmentation of the corresponding endoperoxides, which are formed by cycloaddition of singlet oxygen on the mesoionic rings.Photo-oxidation of 5(4H)-oxazolones (12) and a 5(4H)-thiazolone (17) in dichloromethane gave the corresponding dehydro-dimers, while that of the former in dimethylformamide gave mainly diacylamides.The acylamides were considered to arise via the endoperoxides of the mesoionic tautomers.
Photochemical and Thermal Reactions of Heterocycles. Part 3. Photoisomerisation, Photofragmentation, and Photodimerisation of Mesoionic 1,3-Dithiol-4-one and -4-imine Derivatives
Kato, Hiroshi,Shiba, Toshie,Aoki, Nobuo,Iijima, Hiroko,Tezuka, Hiroshi
, p. 1885 - 1890 (2007/10/02)
Photolysis of the mesoionic 2,5-diphenyl-1,3-dithiol-4-one (7) gave tetraphenyl-1,4-dithiin, tetraphenylthiophen, diphenylacetylene, and sulphur via the corresponding dimer (11) and 4,5-diphenyl-1,2-dithiol-3-one (12) which were isolable under appropriate conditions.Photolysis of the mesoionic N-benzoyl-2-phenyl-1,3-dithiol-4-imines (14) afforded the corresponding 1,2-dithiol-3-imines (15).The photochemical paths of the mesoionic dithiole systems are discussed in the light of the experimental results.
