One-pot tandem synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed C-N and C-O bond formation

Veerababurao Kavala; Donala Janreddy; Mustafa J. Raihan; Chun Wei Kuo; Chintakunta Ramesh; Ching Fa Yao

doi:10.1002/adsc.201200164

One-pot tandem synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed C-N and C-O bond formation

Veerababurao Kavala
, Donala Janreddy
, Mustafa J. Raihan
, Chun Wei Kuo
, Chintakunta Ramesh
, 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

34 引文斯高帕斯（Scopus）

摘要

The reaction of 2-(2-halophenyl)halobenzamides with a series of nitrogen nucleophiles resulted in the formation of benzoxazole derivatives. This procedure involves copper-catalyzed one-pot tandem C-N/C-O coupling reactions. No ligand was used in the reaction, even in the cases of primary or secondary amides, which were used as N-nucleophiles. However, L-proline was used as ligand in the case of N-aromatic heterocycles like indole, imidazole and pyrazole derivatives.

原文	英語
頁（從 - 到）	2229-2240
頁數	12
期刊	Advanced Synthesis and Catalysis
卷	354
發行號	11-12
DOIs	https://doi.org/10.1002/adsc.201200164
出版狀態	已發佈 - 2012 8月 13

ASJC Scopus subject areas

催化
有機化學

存取文件

10.1002/adsc.201200164

其它文件與鏈接

CCDC 869323: Experimental Crystal Structure Determination
Kavala, V. (Creator), Janreddy, D. (Creator), Raihan, M. J. (Creator), Kuo, C.-W. (Creator), Ramesh, C. (Creator) & Yao, C.-F. (Creator), Unknown Publisher, 2013
DOI: 10.5517/ccy5lpc, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccy5lpc&sid=DataCite
資料集: Dataset
CCDC 869090: Experimental Crystal Structure Determination
Kavala, V. (Creator), Janreddy, D. (Creator), Raihan, M. J. (Creator), Kuo, C.-W. (Creator), Ramesh, C. (Creator) & Yao, C.-F. (Creator), Unknown Publisher, 2013
DOI: 10.5517/ccy5c5m, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccy5c5m&sid=DataCite
資料集: Dataset
CCDC 869088: Experimental Crystal Structure Determination
Kavala, V. (Creator), Janreddy, D. (Creator), Raihan, M. J. (Creator), Kuo, C.-W. (Creator), Ramesh, C. (Creator) & Yao, C.-F. (Creator), Unknown Publisher, 2013
DOI: 10.5517/ccy5c3k, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccy5c3k&sid=DataCite
資料集: Dataset

引用此

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title = "One-pot tandem synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed C-N and C-O bond formation",

abstract = "The reaction of 2-(2-halophenyl)halobenzamides with a series of nitrogen nucleophiles resulted in the formation of benzoxazole derivatives. This procedure involves copper-catalyzed one-pot tandem C-N/C-O coupling reactions. No ligand was used in the reaction, even in the cases of primary or secondary amides, which were used as N-nucleophiles. However, L-proline was used as ligand in the case of N-aromatic heterocycles like indole, imidazole and pyrazole derivatives.",

keywords = "C-heteroatom bond formation, benzoxazoles, copper, ligand-free conditions, tandem reactions",

author = "Veerababurao Kavala and Donala Janreddy and Raihan, \{Mustafa J.\} and Kuo, \{Chun Wei\} and Chintakunta Ramesh and Yao, \{Ching Fa\}",

year = "2012",

month = aug,

day = "13",

doi = "10.1002/adsc.201200164",

language = "English",

volume = "354",

pages = "2229--2240",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag",

number = "11-12",

}

TY - JOUR

T1 - One-pot tandem synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed C-N and C-O bond formation

AU - Kavala, Veerababurao

AU - Janreddy, Donala

AU - Raihan, Mustafa J.

AU - Kuo, Chun Wei

AU - Ramesh, Chintakunta

AU - Yao, Ching Fa

PY - 2012/8/13

Y1 - 2012/8/13

N2 - The reaction of 2-(2-halophenyl)halobenzamides with a series of nitrogen nucleophiles resulted in the formation of benzoxazole derivatives. This procedure involves copper-catalyzed one-pot tandem C-N/C-O coupling reactions. No ligand was used in the reaction, even in the cases of primary or secondary amides, which were used as N-nucleophiles. However, L-proline was used as ligand in the case of N-aromatic heterocycles like indole, imidazole and pyrazole derivatives.

AB - The reaction of 2-(2-halophenyl)halobenzamides with a series of nitrogen nucleophiles resulted in the formation of benzoxazole derivatives. This procedure involves copper-catalyzed one-pot tandem C-N/C-O coupling reactions. No ligand was used in the reaction, even in the cases of primary or secondary amides, which were used as N-nucleophiles. However, L-proline was used as ligand in the case of N-aromatic heterocycles like indole, imidazole and pyrazole derivatives.

KW - C-heteroatom bond formation

KW - benzoxazoles

KW - copper

KW - ligand-free conditions

KW - tandem reactions

UR - https://www.scopus.com/pages/publications/84865042229

UR - https://www.scopus.com/pages/publications/84865042229#tab=citedBy

U2 - 10.1002/adsc.201200164

DO - 10.1002/adsc.201200164

M3 - Article

AN - SCOPUS:84865042229

SN - 1615-4150

VL - 354

SP - 2229

EP - 2240

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 11-12

ER -

One-pot tandem synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed C-N and C-O 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 869323: Experimental Crystal Structure Determination

CCDC 869090: Experimental Crystal Structure Determination

CCDC 869088: Experimental Crystal Structure Determination

引用此