Controlling chemoselective transformations of 4-acylpyridines via a Pd-C catalytic hydrodechlorination-hydrogenation

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• 作者：Chuanjie Cheng ; Bo Wang ; Nan Liu ; Wenwen Chen ; Xinyan Wang ; Yuefei Hu
• 关键词：Chemoselectivity ; Palladium ; 4-Acylpyridines ; Hydrodechlorination ; Hydrogenation
• 刊名：Tetrahedron
• 出版年：28 January, 2014
• 年：2014
• 卷：70
• 期：4
• 页码：930-935
• 全文大小：555 K

文摘

A novel Pd-C catalytic hydrodechlorination-hydrogenation was developed for a multi-step one-pot transformation of 4-acylpyridines. Under the selected conditions, 4-benzoylpyridines and 4-alkanoylpyridines were chemoselectively converted into the corresponding 4-benzylpiperidine hydrochlorides and 伪-alkyl-4-piperidinemethanol hydrochlorides, respectively. This catalytic method was performed simply by an addition of 1聽equiv of ClCH₂CHCl₂ to the conventional hydrogenation system and directly gave the crystalline piperidine hydrochlorides in practical quantitative yields.