Tetrahedron

Substituent-dependent reactivity in aldehyde transformations: 4-(phenylethynyl) benzaldehydes versus simple benzaldehydes

I Katsuyama, PV Chouthaiwale, HL Cui, Y Ito, A Sando…

文献索引：Katsuyama, Isamu; Chouthaiwale, Pandurang V.; Cui, Hai-Lei; Ito, Yuji; Sando, Ayumi; Tokiwa, Hiroaki; Tanaka, Fujie Tetrahedron, 2013 , vol. 69, # 20 p. 4098 - 4104

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被引用次数: 4

摘要

Effects of substituents on transformations of 4-(phenylethynyl) benzaldehydes and related benzaldehydes were analyzed in aldol and thiazolidine formation reactions. The aldol reaction of 4-cyanobenzaldehyde was 54-fold faster than that of 4-methoxybenzaldehyde. In contrast, the aldol reaction of 4-(4-cyanophenylethynyl) benzaldehyde was only 1.4-fold faster than that of 4-(4-methoxyphenylethynyl) benzaldehyde. Electronic features of ...