Catalytic hypervalent iodine oxidation of alcohols to the corresponding carbonyl compounds using N-hydroxyphthalimide (NHPI) and m-chloroperbenzoic acid

2010 ◽  
Vol 88 (4) ◽  
pp. 362-366 ◽  
Author(s):  
Chenjie Zhu ◽  
Lei Ji ◽  
Qian Zhang ◽  
Yunyang Wei
Keyword(s):  
Carbonyl Compounds ◽  
Room Temperature ◽  
Mixed Solvent ◽  
Catalytic Amount ◽  
Hypervalent Iodine ◽  
Mild Oxidation ◽  
Oxidation Of Alcohols

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.

scholarly journals 2-Iodo-N-isopropyl-5-methoxybenzamide as a highly reactive and environmentally benign catalyst for alcohol oxidation

2018 ◽  
Vol 14 ◽  
pp. 971-978 ◽  
Author(s):  
Takayuki Yakura ◽  
Tomoya Fujiwara ◽  
Akihiro Yamada ◽  
Hisanori Nambu
Keyword(s):  
Carbonyl Compounds ◽  
Room Temperature ◽  
Catalytic Amount ◽  
Alcohol Oxidation ◽  
High Reactivity ◽  
Environmentally Benign ◽  
Methoxy Derivative ◽  
Benzylic Alcohols ◽  
Oxidation Of Alcohols ◽  
Rapid Generation

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.

Efficient and selective oxidation of alcohols to carbonyl compounds at room temperature by a ruthenium complex catalyst and hydrogen peroxide

2019 ◽  
Vol 43 (48) ◽  
pp. 19415-19421 ◽  
Author(s):  
Jie-Xiang Wang ◽  
Xian-Tai Zhou ◽  
Qi Han ◽  
Xiao-Xuan Guo ◽  
Xiao-Hui Liu ◽  
...  
Keyword(s):  
Hydrogen Peroxide ◽  
Selective Oxidation ◽  
Carbonyl Compounds ◽  
Room Temperature ◽  
Ruthenium Complex ◽  
Secondary Alcohols ◽  
Complex Catalyst ◽  
Efficient System ◽  
Oxidation Of Alcohols

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

A Versatile and Highly Selective Hypervalent Iodine (III)/2,2,6,6-Tetramethyl-1-piperidinyloxyl-Mediated Oxidation of Alcohols to Carbonyl Compounds

1997 ◽  
Vol 62 (20) ◽  
pp. 6974-6977 ◽  
Author(s):  
Antonella De Mico ◽  
Roberto Margarita ◽  
Luca Parlanti ◽  
Andrea Vescovi ◽  
Giovanni Piancatelli
Keyword(s):  
Carbonyl Compounds ◽  
Hypervalent Iodine ◽  
Oxidation Of Alcohols ◽  
Mediated Oxidation

scholarly journals 2-Iodoxybenzoic Acid: An Oxidant for Functional Group Transformations: (A-Review)

2020 ◽  
Vol 36 (05) ◽  
pp. 792-803
Author(s):  
Vipin A. Nair
Keyword(s):  
Carbonyl Compounds ◽  
Room Temperature ◽  
Water Soluble ◽  
Enol Ethers ◽  
Silyl Enol Ethers ◽  
Carbon Carbon Bond ◽  
Oxidation Of Alcohols ◽  
Major Application ◽  
Almost All ◽  
Derivatives Of

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.

A solvent-free protocol for facile condensation of indoles with carbonyl compounds using silica chloride as a new, highly efficient, and mild catalyst

2007 ◽  
Vol 85 (6) ◽  
pp. 416-420 ◽  
Author(s):  
Alireza Hasaninejad ◽  
Abdolkarim Zare ◽  
Hashem Sharghi ◽  
Mohsen Shekouhy ◽  
Reza Khalifeh ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Electrophilic Substitution ◽  
Room Temperature ◽  
Low Cost ◽  
Reaction Times ◽  
Catalytic Amount ◽  
Solvent Free ◽  
Substitution Reactions ◽  
Aldehydes And Ketones ◽  
High Yields

A simple and efficient solvent-free procedure for the preparation of bis(indolyl)methanes via electrophilic substitution reactions of indoles with aldehydes and ketones is described. The reactions took place in the presence of a catalytic amount of silica chloride at room temperature. The advantages of this method are high yields, short reaction times, low cost, and compliance with green-chemistry protocols.Key words: silica chloride, indole, carbonyl compound, solvent-free, bis(indolyl)methane.

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
Keyword(s):  
Sodium Hypochlorite ◽  
Carbonyl Compounds ◽  
Room Temperature ◽  
Water As Solvent ◽  
Oxidation Of Alcohols

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.

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