Direct Transformation of Secondary Amides into Secondary Amines: Triflic Anhydride Activated Reductive Alkylation

被引:194
作者
Xiao, Kai-Jiong [1 ,2 ]
Wang, Ai-E [1 ,2 ]
Huang, Pei-Qiang [1 ,2 ]
机构
[1] Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, Xiamen 361005, Fujian, Peoples R China
[2] Xiamen Univ, Coll Chem & Chem Engn, Fujian Prov Key Lab Chem Biol, Xiamen 361005, Fujian, Peoples R China
关键词
amide activation; amines; C?C bond formation; cerium; synthetic methods; SEQUENTIAL ADDITION-REACTIONS; NUCLEOPHILIC CYCLIZATIONS; PYRIDINE-DERIVATIVES; MAGNESIUM REAGENTS; GRIGNARD-REAGENTS; TERTIARY AMIDES; VILSMEIER-HAACK; ARYL AMIDES; ORGANOLITHIUM; ALKALOIDS;
D O I
10.1002/anie.201204098
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Versatile and mild: The first general method for the title transformation has been developed (see scheme; 2-F-Py=2-fluoropyridine; Tf=trifluorosulfonyl). The amines are synthesized in good yields and the ketimine intermediates can be isolated before the reduction. This method should find applications in the synthesis of nitrogen-containing bioactive molecules and medicinal agents. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:8314 / 8317
页数:4
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