Aromatization of 1, 4-dihydrobenzocycloalkenes, 1, 4-dihydronaphthocycloalkenes, and related systems

RP Thummel, WE Cravey, DB Cantu

文献索引：Thummel, Randolph P.; Cravey, Wesley E.; Cantu, David B. Journal of Organic Chemistry, 1980 , vol. 45, # 9 p. 1633 - 1637

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被引用次数: 12

摘要

A series of methyl-substituted 1, 4-dihydrobenzenes has been prepared, and the rates of oxidation of these molecules by 2, 3-dichloro-5, 6-dicyano-l, 4-benzoquinone (DDQ) have been measured. Existing evidence points to the involvement of a positively charged intermediate which is formed as an ion pair in an initial rate-limiting hydride transfer to DDQ. Series of cycloalkyl-fused 1, 4-dihydrobenzenes and 1, 4-dihydronaphthalenes (fused 1, 2 ...