Cobalt-Catalyzed Electrophilic Amination of Aryl- and Heteroarylzinc Pivalates with N-Hydroxylamine Benzoates

被引：68
作者：
Chen, Yi-Hung [1 ]
Grassl, Simon [1 ]
Knochel, Paul [1 ]
机构：
[1] Ludwig Maximilians Univ Munchen, Dept Chem, Butenandtstr 5-13, D-81377 Munich, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 04期
关键词：
cobalt catalysis; cross-coupling; electrophilic amination; organozinc pivalates; tuberculosis; CARBON-NITROGEN BONDS; CENTER-DOT-LICL; SENSITIVE AROMATICS; ZINC REAGENTS; ENHANCED AIR; COPPER; PALLADIUM; ARENES; HETEROARENES; NUCLEOPHILES;
D O I：
10.1002/anie.201710931
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Aryl- and heteroarylzinc pivalates can be aminated with O-benzoylhydroxylamines at 25 degrees C within 2-4 h in the presence of 2.5-5.0% CoCl2 center dot 2LiCl to furnish the corresponding tertiary arylated or heteroarylated amines in good yields. This electrophilic amination also provides access to diarylamines and aryl(heteroaryl)amines. A new tuberculosis drug candidate (Q203) was prepared in six steps and 56% overall yield by using this cobalt-catalyzed amination as the key step.
引用
收藏
页码：1108 / 1111
页数：4
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