Photolysis of Some N‐Arylbenzamidoximes in Acetonitrile |
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| Authors: | Abd El‐Aal M Gaber Saleh A Ahmed Khalid S Khairou Layla A Taib |
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| Institution: | 1. Chemistry Department, Faculty of Science, Assiut University, 71516 Assiut, Egypt, Tel: +201115081532;2. Chemistry Department, Faculty of Applied Sciences, Umm Al‐Qura University, 21955 Makkah, Saudi Arabia;3. Chemistry Department, Faculty of Science, King Abdulaziz University, 21589 Jeddah, Saudi Arabia |
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| Abstract: | 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. |
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| Keywords: | Photolysis Rearrangement N‐Arylbenzamidoximes Benzimidazoles Free radicals |
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