反应机理
季铵碱加热一般消除含氢较多的β碳上的氢,这个规则与Zaitsev规则相反,称为霍夫曼规则(Hofmann规则)。Hofmann规则的本质是体积效应。从空间位阻较小的位点消除。该反应是经由E1cB或E2机理进行的消除反应。当季铵碱中β氢有明显酸性时,产物为遵守Zaitsev规则的产物。
反应实例
通过Hofmann消除从树脂上解离胺。
【Tetrahedron Lett. 2010, 51, 5003–5004】
【Synth. Commun. 2012, 42, 3545–3552】
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编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Hofmann elimination,page 318.