40825-12-5Relevant articles and documents
Formation and synthetic use of oxygen-centred radicals with (diacetoxyiodo)arenes
Togo, Hideo,Muraki, Takahito,Hoshina, Yoichiro,Yamaguchi, Kentaro,Yokoyama, Masataka
, p. 787 - 793 (2007/10/03)
o-Alkyl- or o-aryl-benzenecarboxylic acids and alcohols containing an aromatic ring are treated with a (diacetoxyiodo)arene-iodine system to give the corresponding cyclized products such as phthalide, benzocoumarin and chromane derivatives in moderate to good yields via the corresponding oxygen-centred radicals. For the carboxylic acids, [bis(trifluoroacetoxy)iodo]benzene functions effectively, while (diacetoxyiodo)benzene is effective for the alcohols. Chromane and its derivatives are obtained as iodinated compounds by hypoiodite species derived from (diacetoxyiodo)benzene and iodine. Copyright 1997 by the Royal Society of Chemistry.
SYNTHESIS OF STABLE 3,6-EPIDIOXYPYRAZIN-2-ONES AND α-OXO IMIDES BY PHOTOOXYGENATION OF PYRAZIN-2-ONES WITH SINGLET OXYGEN
Nishio, Takehiko,Tokunaga, Naoko (nee Nakajima),Kondo, Masaji,Omote, Yoshimori
, p. 2921 - 2926 (2007/10/02)
Irradiation of the pyrazin-2-ones (1) in methanol under oxygen gave the 3,6-epidioxypyrazin-2-ones (2), the N-alkyl-N-acyl-α-oxo-amides (3), and the unusual products, N-alkyl-α-acyloxy-α-methoxy amides (4).The mechanism for the formation of these photoproducts is discussed.Furthermore, thermal or photochemical treatment of the 3,6-epidioxypyrazinones (2), which could be readily obtained by the reaction of (1) and singlet oxygen, gave the N-alkyl-N-acyl-α-oxo amides (3) and this reaction would provide a useful synthetic method for the α-oxo imides (3).
Chemiluminescence of Organic Peroxides. Thermal Generation of an o-Xylylene Peroxide
Smith, Jimmie P.,Schrock, Alan K.,Schuster, Gary B.
, p. 1041 - 1047 (2007/10/02)
Thermolysis of 1,4-diphenyl-1,4-dioxa-2,3-benzopyrone (endoperoxide 1) in p-xylene solution generates chemiluminescence.Three products are formed from thermolysis of 1.The major product, trapped in 70percent yield by added maleic anhydride, is 1,4-diphenyl-2,3-benzodioxin (o-xylene peroxide 7).This peroxide eventually becomes o-dibenzoylbenzene 3 which is isolated from the reaction in 85percent yield.The two other products, 1,3-diphenylisobenzofuran (6) and phenyl o-benzoylbenzoate (4), are isolated in yields of ca. 2percent and 5percent, respectively.The observed chemiluminescence results from interaction of 7 with an added fluorescent activator or with the product 1,3-diphenylisobenzofuran according to the chemically initiated electron-exchange luminescence (CIEEL) mechanism.