Safe cyano(nitro)methylating reagent-Michael addition of cyano-aci-nitroacetate leading to δ-functionalized α-nitronitriles

被引:15
作者
Asahrara, Haruyasu [1 ,2 ]
Muto, Kyo [1 ]
Nishiwaki, Nagatoshi [1 ,2 ]
机构
[1] Kochi Univ Technol, Sch Environm Sci & Engn, Kochi 7828502, Japan
[2] Kochi Univ Technol, Res Ctr Mat Sci & Engn, Kochi 7828502, Japan
关键词
Nitroacetonitrile; Michael addition; Pyridine; 1,8]-Naphthyridine; Polyfunctionalized compound; DERIVATIVES; EFFICIENT; CATALYST;
D O I
10.1016/j.tet.2014.07.013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical, convenient, and safe cyano(nitro)methylation method was developed, in which cyano-aci-nitroacetate served as a synthetic equivalent of anionic nitroacetonitrile. A control of the single/double Michael additions was achieved, which enabled the synthesis of unsymmetrical double Michael adducts. Moreover, the Michael adducts can be used as precursors of pyridine and naphthyridine frameworks. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6522 / 6528
页数:7
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