Ruthenium catalyzed desymmetrization of diazabicyclic olefins to access heteroaryl substituted cyclopentenes through C-H activation of phenylazoles

被引:11
作者
Aparna, P. S. [1 ,2 ]
Prabha, B. [1 ]
Prakash, Praveen [1 ]
Jijy, E. [1 ]
Varma, R. Luxmi [1 ,2 ]
Radhakrishnan, K. V. [1 ,2 ]
机构
[1] CSIR, Natl Inst Interdisciplinary Sci & Technol, Organ Chem Sect, Chem Sci & Technol Div, Trivandrum 695019, Kerala, India
[2] Acad Sci & Innovat Res AcSIR, New Delhi 110001, India
关键词
Ruthenium; Cyclopentene; Bicyclic olefin; C-H activation; Pyrazole; MESO-BICYCLIC HYDRAZINES; DIRECT ORTHO ARYLATION; ONE-POT STRATEGY; BOND ACTIVATION; STEREOSELECTIVE-SYNTHESIS; GLYCOSIDASE INHIBITORS; OXIDATIVE ALKENYLATION; AZABICYCLIC OLEFINS; VERSATILE ACCESS; AROMATIC KETONES;
D O I
10.1016/j.tetlet.2013.12.029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first ruthenium catalyzed redox-neutral C-H activation strategy for the ring-opening of diazabicyclic olefins via C-H bond cleavage of phenyl azoles is reported. The developed method offers a novel route to functionalized cyclopentenes by employing less-expensive ruthenium catalyst and readily accessible biologically significant heteroarenes. The present protocol is a merger of the C-H activation of phenyl substituted heteroaromatics and subsequent beta-nitrogen elimination of diazabicyclic olefins. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:865 / 868
页数:4
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