The Journal of organic chemistry

Remarkable effect of water on functionalization of the phenyl ring in methyl-substituted benzene derivatives with F-TEDA-BF4

P Kralj, M Zupan, S Stavber

文献索引：Kralj, Petra; Zupan, Marko; Stavber, Stojan Journal of Organic Chemistry, 2006 , vol. 71, # 10 p. 3880 - 3888

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被引用次数: 14

摘要

Various NF reagents reacted with hexamethylbenzene (1) forming side chain substituted alkoxides or esters in protic solvents, Ritter type side chain functionalization was observed in acetonitrile in the presence of trifluoroacetic acid, while in aqueous acetonitrile solution phenyl ring transformation took place, starting with ipso attack of water and further rearrangement of the methyl group as the main process. Rearranged 2, 3, 4, 5, 6, 6- ...