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Thermal reactions of aryl desyl ethers PhCOCH(OAr)Ph (Ar = Ph, p-tolyl) 1, 2 gave 2,3-diphenylbenzo(b)furan 5a,b and phenols as major products in addition to small amounts of toluene, benzil, benzoic acid, benzophenone, arylbenzoate, p-benzylphenol, 2,3,4,5-tetraphenylfuran 4 and 2,3-diphenylbenzo (l,4) dioxin 6a,b. In the presence of isoquinoline as a radical trap, 1 gave 1-phenylisoquinoline beside the previous products. Analogous results, in addition to diphenylmethane and benzophenone as major products as well as 1,1,2,2-tetraphenyl ethane and dibenzhydryl ether as minor products, were also obtained on heating the benzhydryl desyl ether 3. A free radical mechanism has been postulated to take place through the initial homolysis of the C-OAr bond to account for the identified products.
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Tom
Strony
185--193
Opis fizyczny
Bibliogr. 25 poz.
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autor
- Chemistry Department, Faculty of Science, Assiut University, Assiut 71516, Egypt
Bibliografia
Typ dokumentu
Bibliografia
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bwmeta1.element.baztech-article-BPP1-0002-0075