Synthesis of Dibenzodiazepinones via Tandem Copper(I)-Catalyzed C-N Bond Formation

被引:21
|
作者
Gawande, Sachin D. [1 ]
Kavala, Veerababurao [1 ]
Zanwar, Manoj R. [1 ]
Kuo, Chun-Wei [1 ]
Huang, Wen-Chang [1 ]
Kuo, Ting-Shen [1 ]
Huang, Hsiu-Ni [1 ]
He, Chiu-Hui [1 ]
Yao, Ching-Fa [1 ]
机构
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 116, Taiwan
关键词
C-N bond formation; copper catalysts; dibenzodiazepinones; tandem processes; Ullmann coupling; SMILES REARRANGEMENT; QUINAZOLINONES; DERIVATIVES; OLANZAPINE; AMIDATION; LACTAMS; ALKYNES; AZIDE;
D O I
10.1002/adsc.201301020
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient, one-pot method for the synthesis of dibenzodiazepinone derivatives involving copper-catalyzed tandem C-N bond formation is reported. The use of various halo amide and 2-iodoaniline derivatives permitted the synthesis of an array of dibenzodiazepinone derivatives in moderate to good yields. Moreover, a dibenzodiazepinone derivative {2-(11-oxo-5H-dibenzo[b,e][1,4]diazepin-10(11H)-yl)benzonitrile} was utilized to synthesize the triazapentacyclic ring derivative {12-chloro-8,15,22-triazapentacyclo[13.7.0.0(2,7).0(9,14).0(16,21)]docosa-1(22),2,4,6,9(14),10,12,16(21),17,19-decaene}.
引用
收藏
页码:2599 / 2608
页数:10
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