TY - JOUR
T1 - Generation of electrophilic iodine from iodine monochloride in neutral media. Iodination and protodeiodination of carbazole
AU - Filimonov, V. D.
AU - Krasnokutskaya, E. A.
AU - Lesina, Yu A.
PY - 2003/6/1
Y1 - 2003/6/1
N2 - In reaction of iodine monochloride with CF3COOAg, CH 3COONa or (CH3COO)2Pb in acetonitrile and acetic acid the chloride is bonded by metal cations, and electrophilic iodine is generated able to easily iodinate anthracene and carbazole. However at the iodination of anthracene in the presence of oxygen the prevailing process is anthracene oxidation to anthraquinone. In the presence of sulfuric acid protodeiodination of 3-iodocarbazole was found to occur resulting in rearranged products.
AB - In reaction of iodine monochloride with CF3COOAg, CH 3COONa or (CH3COO)2Pb in acetonitrile and acetic acid the chloride is bonded by metal cations, and electrophilic iodine is generated able to easily iodinate anthracene and carbazole. However at the iodination of anthracene in the presence of oxygen the prevailing process is anthracene oxidation to anthraquinone. In the presence of sulfuric acid protodeiodination of 3-iodocarbazole was found to occur resulting in rearranged products.
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U2 - 10.1023/B:RUJO.0000003168.84924.b9
DO - 10.1023/B:RUJO.0000003168.84924.b9
M3 - Article
AN - SCOPUS:3543002957
VL - 39
SP - 875
EP - 880
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 6
ER -