Silver-catalyzed nitrosation and nitration of aromatic amides using NOBF4

被引:0
|
作者
Li, Sa [1 ]
Liu, Wentao [2 ]
Xia, Xiao-Feng [1 ]
机构
[1] Jiangnan Univ, Sch Chem & Mat Engn, Key Lab Synthet & Biol Colloids, Minist Educ, Wuxi 214122, Jiangsu, Peoples R China
[2] Ind & Informat Technol Dev Ctr Yinan Cty, Linyi 276300, Shandong, Peoples R China
基金
中国国家自然科学基金;
关键词
NITROSOARENES; HYDROLYSIS; CHEMISTRY; OXIDATION; ANILINES; NITRITE; AMINES; ARENES;
D O I
10.1039/d3ob01729j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Divergent aromatic ring nitrosation and nitration of aromatic amides are reported using NOBF4 as the electrophile under silver-catalyzed conditions. The reactions proceed efficiently with a wide range of compatible functionalities providing ortho-position nitrosation products, deacylation nitrosation products, and nitration products from different tertiary and secondary aromatic amides.
引用
收藏
页码:9428 / 9432
页数:5
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