Synthesis of dibenzodiazepinones via tandem copper(I)-catalyzed C-N bond formation

Sachin D. Gawande; Veerababurao Kavala; Manoj R. Zanwar; Chun Wei Kuo; Wen Chang Huang; Ting Shen Kuo; Hsiu Ni Huang; Chiu Hui He; Ching Fa Yao

doi:10.1002/adsc.201301020

Synthesis of dibenzodiazepinones via tandem copper(I)-catalyzed C-N bond formation

Sachin D. Gawande, Veerababurao Kavala, Manoj R. Zanwar, Chun Wei Kuo, Wen Chang Huang, Ting Shen Kuo, Hsiu Ni Huang, Chiu Hui He, Ching Fa Yao^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

23 引文斯高帕斯（Scopus）

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}.

原文	英語
頁（從 - 到）	2599-2608
頁數	10
期刊	Advanced Synthesis and Catalysis
卷	356
發行號	11-12
DOIs	https://doi.org/10.1002/adsc.201301020
出版狀態	已發佈 - 2014 8月 11

ASJC Scopus subject areas

催化
有機化學

存取文件

10.1002/adsc.201301020

其它文件與鏈接

CCDC 966265: Experimental Crystal Structure Determination
Gawande, S. D. (Creator), Kavala, V. (Creator), Zanwar, M. R. (Creator), Kuo, C. (Creator), Huang, W. (Creator), Kuo, T. (Creator), Huang, H. (Creator), He, C. (Creator) & Yao, C. (Creator), Unknown Publisher, 2014
DOI: 10.5517/cc11fgvs, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11fgvs&sid=DataCite
資料集: Dataset
CCDC 966266: Experimental Crystal Structure Determination
Gawande, S. D. (Creator), Kavala, V. (Creator), Zanwar, M. R. (Creator), Kuo, C. (Creator), Huang, W. (Creator), Kuo, T. (Creator), Huang, H. (Creator), He, C. (Creator) & Yao, C. (Creator), Unknown Publisher, 2014
DOI: 10.5517/cc11fgwt, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11fgwt&sid=DataCite
資料集: Dataset
CCDC 966267: Experimental Crystal Structure Determination
Gawande, S. D. (Creator), Kavala, V. (Creator), Zanwar, M. R. (Creator), Kuo, C. (Creator), Huang, W. (Creator), Kuo, T. (Creator), Huang, H. (Creator), He, C. (Creator) & Yao, C. (Creator), Unknown Publisher, 2014
DOI: 10.5517/cc11fgxv, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11fgxv&sid=DataCite
資料集: Dataset

引用此

@article{adbff673a84c45859c7fe0e96ce64e6a,

title = "Synthesis of dibenzodiazepinones via tandem copper(I)-catalyzed C-N bond formation",

abstract = "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. 02,7.09,14.016,21]docosa-1(22),2,4,6,9(14),10, 12,16(21),17,19-decaene}.",

keywords = "C-N bond formation, Ullmann coupling, copper catalysts, dibenzodiazepinones, tandem processes",

author = "Gawande, {Sachin D.} and Veerababurao Kavala and Zanwar, {Manoj R.} and Kuo, {Chun Wei} and Huang, {Wen Chang} and Kuo, {Ting Shen} and Huang, {Hsiu Ni} and He, {Chiu Hui} and Yao, {Ching Fa}",

year = "2014",

month = aug,

day = "11",

doi = "10.1002/adsc.201301020",

language = "English",

volume = "356",

pages = "2599--2608",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag",

number = "11-12",

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TY - JOUR

T1 - Synthesis of dibenzodiazepinones via tandem copper(I)-catalyzed C-N bond formation

AU - Gawande, Sachin D.

AU - Kavala, Veerababurao

AU - Zanwar, Manoj R.

AU - Kuo, Chun Wei

AU - Huang, Wen Chang

AU - Kuo, Ting Shen

AU - Huang, Hsiu Ni

AU - He, Chiu Hui

AU - Yao, Ching Fa

PY - 2014/8/11

Y1 - 2014/8/11

N2 - 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. 02,7.09,14.016,21]docosa-1(22),2,4,6,9(14),10, 12,16(21),17,19-decaene}.

AB - 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. 02,7.09,14.016,21]docosa-1(22),2,4,6,9(14),10, 12,16(21),17,19-decaene}.

KW - C-N bond formation

KW - Ullmann coupling

KW - copper catalysts

KW - dibenzodiazepinones

KW - tandem processes

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U2 - 10.1002/adsc.201301020

DO - 10.1002/adsc.201301020

M3 - Article

AN - SCOPUS:84906235331

SN - 1615-4150

VL - 356

SP - 2599

EP - 2608

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 11-12

ER -

Synthesis of dibenzodiazepinones via tandem copper(I)-catalyzed C-N bond formation

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 966265: Experimental Crystal Structure Determination

CCDC 966266: Experimental Crystal Structure Determination

CCDC 966267: Experimental Crystal Structure Determination

引用此