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Photolysis of Some N‐Arylbenzamidoximes in Acetonitrile
Author(s) -
Gaber Abd ElAal M.,
Ahmed Saleh A.,
Khairou Khalid S.,
Taib Layla A.
Publication year - 2014
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201400143
Subject(s) - chemistry , homolysis , benzoxazole , benzonitrile , acetonitrile , benzimidazole , photodissociation , naphthalene , photochemistry , photodegradation , medicinal chemistry , organic chemistry , radical , catalysis , photocatalysis
The photolysis of five N‐arylbenzamidoxime derivatives I‐V in dry acetonitrile gives rise to anilides 8 and benzimidazoles 1 as the major products in addition to benzonitrile 4 , arylamines 5 , benzoic acid 6 , and 2‐phenyl benzoxazoles 7 . In the presence of naphthalene, I gave α ‐ and β‐naphthols 2 and 3 beside the previous products. The isolated products have been interpreted in the terms of a free radical mechanism involving the homolysis of N‐O and/or C‐N bonds. This photodegradation process can be considered as an alternative method for the synthesis of anilide, benzimidazole and benzoxazole derivatives in addition to other organic compounds.