Preparation and chemistry of vinyl triflates. 16. Mechanism of alkylation of aromatic substrates

PJ Stang, AG Anderson

文献索引：Stang,P.J.; Anderson,A.G. Journal of the American Chemical Society, 1978 , vol. 100, p. 1520 - 1525

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被引用次数: 34

摘要

Abstract: The mechanism of electrophilic aromatic substitution with vinyl triflates was investigated. Alkylation of a series of monosubstituted benzenes gave ap value of-2.57, one of the lowest observed in any electrophilic aromatic substitution. Cyclooctenyl and cycloheptenyl triflates alkylated anisole, but cyclohexenyl triflate did not. All alkylations were carried out in the presence of 2, 6-di-tert-butyl-4-methylpyridine, a sterically hindered ...