Novel Vilsmeier-type methylenation for synthesis of dipyrazolylmethane derivatives using formamide or N-methylformamide

被引:12
|
作者
Wong, Fung Fuh [1 ]
Huang, Yu-Ying [1 ]
机构
[1] China Med Univ, Grad Inst Pharmaceut Chem, Taichung 40402, Taiwan
关键词
Vilsmeier-type reaction; Methylenation; Dipyrazolylmethane; Pyrazolone; Formylation; ONE-POT SYNTHESIS; NUCLEOPHILIC-SUBSTITUTION; (ALKOXYMETHYLENE)DIMETHYLAMMONIUM CHLORIDE; CYCLODEHYDRATION REACTION; REGIOSELECTIVE SYNTHESIS; CONVENIENT PROCEDURE; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; HAACK REACTION; CYCLIZATION;
D O I
10.1016/j.tet.2011.03.089
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel Vilsmeier-type methylenation for synthesis of dipyrazolylmethanes was developed by reacting pyrazolones with formamide or N-methylformamide in the presence of phosphorous oxychloride POCl3 coupling agent. This method can efficiently provide a series of dipyrazolylmethane derivatives as the main products in excellent yields without the formylated products. Our experimental result was different with the classical Vilsmeier-type reaction. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:3863 / 3867
页数:5
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