2-芳氨基-3-乙酰基-5,6-二氢-4H-吡喃的维尔施迈尔-哈克反应用于合成高度取代的吡啶-2(1H)-酮
Vilsmeier-Haack reactions of 2-arylamino-3-acetyl-5,6-dihydro-4H-pyrans toward the synthesis of highly substituted pyridin-2(1H)-ones.
作者信息
Xiang Dexuan, Yang Yang, Zhang Rui, Liang Yongjiu, Pan Wei, Huang Jie, Dong Dewen
机构信息
Department of Chemistry, Northeast Normal University, Changchun, 130024, China.
出版信息
J Org Chem. 2007 Oct 26;72(22):8593-6. doi: 10.1021/jo7015482. Epub 2007 Oct 4.
PMID:17915930
Abstract
A facile and efficient one-pot synthesis of highly substituted pyridin-2(1H)-ones was developed via Vilsmeier-Haack reactions of readily available enaminones, 2-arylamino-3-acetyl-5,6-dihydro-4H-pyrans, and a mechanism involving sequential ring-opening, haloformylation, and intramolecular nucleophilic cyclization reactions is proposed.
摘要
通过易得的烯胺酮、2-芳氨基-3-乙酰基-5,6-二氢-4H-吡喃的Vilsmeier-Haack反应，开发了一种简便高效的一锅法合成高度取代的吡啶-2(1H)-酮的方法，并提出了一种涉及顺序开环、卤仿化和分子内亲核环化反应的机理。
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