Cu(II)-catalyzed highly regio- and stereoselective construction of C-C double bonds: an efficient method for the ketonization-olefination of indoles

A general and efficient method for the cross-coupling of indoles with β-keto esters by using TEMPO/CuSO4·5H2O in air as oxidant has been developed. This reaction features high functional-group compatibility and an excellent selectivity. This methodology provides an alternative approach for the keton...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2013-12, Vol.11 (45), p.7938-7945
Main Authors: Bao, Yun-Hong, Zhu, Jia-Yi, Qin, Wen-Bing, Kong, Yu-Bo, Chen, Zheng-Wang, Tang, Shao-Bin, Liu, Liang-Xian
Format: Article
Language:English
Subjects:
Alkenes - chemical synthesis
Alkenes - chemistry
Catalysis
Copper - chemistry
Cyclic N-Oxides - chemistry
Esters - chemistry
Indoles - chemistry
Ketones - chemical synthesis
Ketones - chemistry
Molecular Structure
Stereoisomerism
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Summary:A general and efficient method for the cross-coupling of indoles with β-keto esters by using TEMPO/CuSO4·5H2O in air as oxidant has been developed. This reaction features high functional-group compatibility and an excellent selectivity. This methodology provides an alternative approach for the ketonization-olefination of indoles in moderate to good yields.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob41589a