A simple biomimetic protocol for the oxidation of alcohols with sodium hypochlorite in the presence of β-cyclodextrin in water

2004 ◽  
Vol 82 (7) ◽  
pp. 1230-1233 ◽  
Author(s):  
K Surendra ◽  
N Srilakshmi Krishnaveni ◽  
K Rama Rao

A simple and efficient protocol, which is inexpensive, convenient, clean, and facile, for oxidation of alcohols to carbonyl compounds has been developed using sodium hypochlorite in the presence of β-cyclodextrin with water as solvent. A series of alcohols were oxidized at room temperature in excellent yields.Key words: oxidation, alcohols, sodium hypochlorite, KBr, β-cyclodextrin, biomimetic, water.

2019 ◽  
Vol 43 (48) ◽  
pp. 19415-19421 ◽  
Author(s):  
Jie-Xiang Wang ◽  
Xian-Tai Zhou ◽  
Qi Han ◽  
Xiao-Xuan Guo ◽  
Xiao-Hui Liu ◽  
...  

An efficient system comprising a ruthenium complex and hydrogen peroxide was developed for the oxidation of various primary and secondary alcohols at room temperature.


Synlett ◽  
2017 ◽  
Vol 29 (04) ◽  
pp. 447-451 ◽  
Author(s):  
Xinhua Peng ◽  
Huihui Fu ◽  
Chuanfeng Hu ◽  
Zhida Huang ◽  
Jianhao Zhou

Ammonium tungstate was found to be a facile and efficient catalyst for selective oxidation of alcohols to the corresponding carbonyl compounds with hydrogen peroxide as oxidant. Heterogeneous graphene oxide as acid effectively intensified the transformations and resulted in excellent yields. The use of water as solvent rendered the reactions promising both economically and environmentally.


2018 ◽  
Vol 14 ◽  
pp. 971-978 ◽  
Author(s):  
Takayuki Yakura ◽  
Tomoya Fujiwara ◽  
Akihiro Yamada ◽  
Hisanori Nambu

Several N-isopropyliodobenzamides were evaluated as catalysts for the oxidation of benzhydrol to benzophenone in the presence of Oxone® (2KHSO5·KHSO4·K2SO4) as a co-oxidant at room temperature. A study on the substituent effect of the benzene ring of N-isopropyl-2-iodobenzamide on the oxidation revealed that its reactivity increased in the following order of substitution: 5-NO2 < 5-CO2Me, 3-OMe < 5-OAc < 5-Cl < H, 4-OMe < 5-Me < 5-OMe. The oxidation of various benzylic and aliphatic alcohols using a catalytic amount of the most reactive 5-methoxy derivative successfully resulted in moderate to excellent yields of the corresponding carbonyl compounds. The high reactivity of the 5-methoxy derivative at room temperature is a result of the rapid generation of the pentavalent species from the trivalent species during the reaction. 5-Methoxy-2-iodobenzamide would be an efficient and environmentally benign catalyst for the oxidation of alcohols, especially benzylic alcohols.


2020 ◽  
Vol 36 (05) ◽  
pp. 792-803
Author(s):  
Vipin A. Nair

A major application of 2-Iodoxybenzoic acid (IBX) is the oxidation of alcohols to carbonyl compounds, at room temperature. IBX is insoluble in almost all solvents, except DMSO. IBX tolerates amine functionality and is therefore used for the oxidation of amino alcohols to amino carbonyl compounds. IBX oxidizes 1,2-glycols without the cleavage of the glycol carbon-carbon bond. Allylic and benzylic positions are also susceptible to oxidation by IBX. Synthesis of a,b-unsaturated carbonyl compounds from carbonyl compounds can be accomplished by using IBX as oxidant. Silyl enol ethers undergo oxidation upon exposure to IBX and 4-methoxypyridine N-oxide. Water-soluble derivatives of IBX, and polymer-based IBX, with additional advantages, have also been developed. IBX mediated transformations facilitate the construction of diverse heterocyclic systems.


2010 ◽  
Vol 88 (4) ◽  
pp. 362-366 ◽  
Author(s):  
Chenjie Zhu ◽  
Lei Ji ◽  
Qian Zhang ◽  
Yunyang Wei

An efficient, facile, and mild oxidation of alcohols to the corresponding carbonyl compounds with m-chloroperbenzoic acid (mCPBA) and N-hydroxyphthalimide (NHPI) in the presence of a catalytic amount of iodobenzene was reported. The oxidation proceeded in mixed solvent at room temperature to afford carbonyl compounds in excellent yields. A possible mechanism for the oxidation was proposed.


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