80263-47-4Relevant articles and documents
Novel Synthesis of the Mesoionic System 1,3-Oxazolium-4-olate
Haddadin, Makhluf J.,Kattan, Asma M.,Freeman, Jeremiah P.
, p. 723 - 725 (1982)
Thermolysis or photolysis of N-phenyldibenzoylnitrone (1) produces N-benzoylphenylglyoxanilide (5) and not the previously reported oxaziridine 2.Treatment of imide 5 with triethyl phosphite produced 2,3,5-triphenyl-1,3-oxazolium-4-olate (8), a new member
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.