Copper-Catalyzed Oxidative Dimerization of 2-Oxindoles under Base-Free Conditions

Synlett ◽  
2018 ◽  
Vol 29 (11) ◽  
pp. 1485-1490 ◽  
Author(s):  
Wen-Ting Wei ◽  
Yi-Ling Huang ◽  
Wen-Hui Bao ◽  
Wei-Wei Ying ◽  
Wei-Ting Chen ◽  
...  

A practical copper-catalyzed oxidative dimerization of 2-oxindoles using di-tert-butyl peroxide as the radical initiator under base-free conditions was achieved, which not only provided an efficient route to prepare various 3,3′-bioxindoles, but also represented a simple strategy for C(sp3)–H functionalization/C–C bond formation. A radical mechanism was proposed based on the reaction results and controlling experiments.

Synthesis ◽  
2021 ◽  
Author(s):  
Shaoqun Zhu ◽  
Jiawei Wang ◽  
Bing Zhou ◽  
Hong Hou

AbstractThe copper/di-tert-butyl peroxide-catalyzed regioselective hydroxyphosphorylation of 1,3-enynes is described. The advantages of the reported radical reactions are excellent functional group tolerance, the use of a catalytic amount of copper and di-tert-butyl peroxide ( t BuOO t Bu) as a radical initiator, and mild reaction conditions. The desired products are obtained in moderate to excellent yields after purification.


Synthesis ◽  
2018 ◽  
Vol 50 (15) ◽  
pp. 2974-2980 ◽  
Author(s):  
You-Gui Li ◽  
Hongli Bao ◽  
Weili Deng ◽  
Yajun Li

An iron-catalyzed carboiodination of alkynes with alkyl iodides­ at room temperature was developed. This method could provide synthetically useful vinyl iodides with general alkyl chains, fluoroalkyl group, ester, and cyano group. Conjugated alkynes or unconjugated alkynes were both suitable for this transformation. A radical pathway was proposed for the mechanism and acetyl tert-butyl peroxide was selected as the radical initiator. Alkenes could also be applied to this chemistry and produce more complex alkyl iodides.


2011 ◽  
Vol 21 (1) ◽  
pp. 53-63 ◽  
Author(s):  
Chien-Jung Chen ◽  
Jen-Hao Chi ◽  
Sheng-Hung Wu ◽  
Cheng-Tung Chen ◽  
Hsiu-Fen Tsai

1971 ◽  
Vol 75 (24) ◽  
pp. 3651-3655 ◽  
Author(s):  
F. H. Dorer ◽  
S. N. Johnson

1979 ◽  
Vol 10 (48) ◽  
Author(s):  
M. R. VILENSKAYA ◽  
D. S. KARAMOV ◽  
E. I. SOROKIN ◽  
G. A. PETROVSKAYA ◽  
V. A. PUCHIN
Keyword(s):  

ChemInform ◽  
1988 ◽  
Vol 19 (24) ◽  
Author(s):  
N. S. FEDOTOV ◽  
E. V. GRISHINA ◽  
V. D. SHELUDYAKOV ◽  
A. A. BERNADSKII ◽  
V. N. BOCHKAREV
Keyword(s):  

Author(s):  
Zhiying Fan ◽  
Zhifan Wang ◽  
Ruoyi Shi ◽  
Yuanhua Wang

Unlike C-N bond formation with classical dirhodium(II)-nitrenoids as the key intermediate, dirhodium(II)-catalyzed 1,2-and 1,3-diamination reactions are realized by a free radical mechanism. A mechanistic study revealed that the reactions undergo...


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