Iron-Mediated Radical Nitrohalogenation Reactions of Enynes with tert-Butyl Nitrite

被引:3
|
作者
Ren, Yingming [1 ]
Ge, Yaxin [1 ]
Yan, Qinqin [1 ]
Tian, Yunfei [2 ,3 ]
Wu, Jilai [1 ]
Yang, Yujie [1 ]
Li, Lijun [1 ]
Li, Zejiang [1 ]
机构
[1] Hebei Univ, Coll Chem & Environm Sci, Key Lab Med Chem & Mol Diag, Key Lab Chem Biol Hebei Prov,Minist Educ, Baoding 071002, Hebei, Peoples R China
[2] Luoyang Normal Univ, Coll Chem & Chem Engn, Luoyang 471934, Henan, Peoples R China
[3] Luoyang Normal Univ, Henan Key Lab Funct Oriented Porous Mat, Luoyang 471934, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
nitrohalogenation; cyclization; enynes; butyl nitrite; radical reaction; pyrrolidines; AROMATIC-COMPOUNDS; NITRATION; CASCADE; CYCLIZATION; 1,6-ENYNES; 1,7-ENYNES; N-ENYNES; GOLD; HALOAZIDATION; CONVENIENT;
D O I
10.1055/a-1520-2192
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A radical nitrohalogenation/cyclization of various enynes with tert-butyl nitrite has been developed that conveniently introduces useful nitro and halo groups into organic compounds. Some control experiments were performed to elucidate the mechanism. Further functional transformations proceeded well in this reaction system.
引用
收藏
页码:1192 / 1196
页数:5
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