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.

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.

Poly(vinylpyrrolidone)-bromine Complex; a Mild and Efficient Reagent for Selective Bromination of Alkenes and Oxidation of Alcohols

2005 ◽  
Vol 2005 (8) ◽  
pp. 481-483 ◽  
Author(s):  
Moslem Mansour Lakouraj ◽  
Mahmood Tajbakhsh ◽  
Masoud Mokhtary
Keyword(s):  
Selective Oxidation ◽  
Carbonyl Compounds ◽  
Room Temperature ◽  
Aliphatic Alcohols ◽  
Benzylic Alcohols ◽  
Oxidation Of Alcohols ◽  
Efficient Reagent

Poly(vinylpyrrolidone)-bromine complex (PVP–Br2) is easily prepared and used as a mild and convenient reagent for selective bromination of alkenes and at the position α-hydrogen of active carbonyl compounds. Selective oxidation of benzylic alcohols in the presence of aliphatic alcohols were also achieved at room temperature.

scholarly journals Solvent-free synthesis of enantioenriched β-silyl nitroalkanes under organocatalytic conditions

2021 ◽  
Vol 17 ◽  
pp. 2642-2649
Author(s):  
Akhil K Dubey ◽  
Raghunath Chowdhury
Keyword(s):  
Temperature Control ◽  
Carbonyl Compounds ◽  
Room Temperature ◽  
Conjugate Addition ◽  
High Reactivity ◽  
Solvent Free ◽  
Reaction Conditions ◽  
Silyl Group ◽  
Solvent Free Conditions ◽  
Solvent Free Synthesis

An enantioselective 1,4-conjugate addition of nitromethane to β-silyl α,β-unsaturated carbonyl compounds catalyzed by bifunctional squaramide catalysts has been developed. This methodology offers both enantiomers of β-silyl nitroalkanes in good to excellent yields (up to 92%) and enantioselectivities (up to 97.5% ee) under solvent-free conditions at room temperature. Control experiments reveal that the presence of a β-silyl group in the enones is crucial for high reactivity under the optimized reaction conditions.

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.

Visible light-catalytic dehydrogenation of benzylic alcohols to carbonyl compounds by using an eosin Y and nickel–thiolate complex dual catalyst system

2019 ◽  
Vol 21 (6) ◽  
pp. 1401-1405 ◽  
Author(s):  
Xiu-Jie Yang ◽  
Yi-Wen Zheng ◽  
Li-Qiang Zheng ◽  
Li-Zhu Wu ◽  
Chen-Ho Tung ◽  
...  
Keyword(s):  
Visible Light ◽  
Carbonyl Compounds ◽  
Catalyst System ◽  
Environmentally Benign ◽  
Eosin Y ◽  
Catalytic Dehydrogenation ◽  
Benzylic Alcohols ◽  
System P ◽  
Visible Light Driven

A simple and environmentally benign visible-light-driven dehydrogenation of benzylic alcohols with H2 as the only byproduct is achieved by using an eosin Y and nickel–thiolate complex dual catalyst system.

Highly practical sodium(i)/azobenzene catalyst system for aerobic oxidation of benzylic alcohols

RSC Advances ◽  
2015 ◽  
Vol 5 (97) ◽  
pp. 79699-79702 ◽  
Author(s):  
Chengkou Liu ◽  
Zheng Fang ◽  
Zhao Yang ◽  
Qingwen Li ◽  
Shiyu Guo ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Aerobic Oxidation ◽  
Alcohol Oxidation ◽  
Catalyst System ◽  
Benzylic Alcohols ◽  
Oxidation System

An aerobic alcohol oxidation system was described firstly. The corresponding carbonyl compounds and acids were obtained respectively in good yields.

Oxidation of Benzylic Alcohols to Carbonyl Compounds with Hydrogen Peroxide Catalysed by Manganeses Chloride Supported on Montmorillonite K10

2005 ◽  
Vol 2005 (8) ◽  
pp. 484-485 ◽  
Author(s):  
Mohammed M. Hashemi ◽  
Behzad Khalili ◽  
Bagher Eftekhari-sis
Keyword(s):  
Hydrogen Peroxide ◽  
Carbonyl Compounds ◽  
Benzylic Alcohols ◽  
Montmorillonite K10 ◽  
Oxidation Of Alcohols

Manganeses(II) chloride supported on montmorillonite K10 was found to be an efficient catalysts for the oxidation of alcohols to carbonyl compounds with hydrogen peroxide as oxidant.

scholarly journals Oxidation of Benzylic Alcohols and Lignin Model Compounds with Layered Double Hydroxide Catalysts

Inorganics ◽  
2018 ◽  
Vol 6 (3) ◽  
pp. 75 ◽  
Author(s):  
Justin Mobley ◽  
John Jennings ◽  
Tonya Morgan ◽  
Axel Kiefer ◽  
Mark Crocker
Keyword(s):  
Layered Double Hydroxide ◽  
Carbonyl Compounds ◽  
Diphenyl Ether ◽  
Reaction Medium ◽  
Alcohol Oxidation ◽  
Aryl Ether ◽  
Model Compounds ◽  
Benzylic Alcohols ◽  
Temperature Programmed ◽  
Double Hydroxide

Alcohol oxidation to carbonyl compounds is one of the most commonly used reactions in synthetic chemistry. Herein, we report the use of base metal layered double hydroxide (LDH) catalysts for the oxidation of benzylic alcohols in polar solvents. These catalysts are ideal reagents for alcohol oxidations due to their ease of synthesis, tunability, and ease of separation from the reaction medium. LDHs synthesized in this study were fully characterized by means of X-ray diffraction, NH3-temperature programmed desorption (TPD), pulsed CO2 chemisorption, N2 physisorption, electron microscopy, and elemental analysis. LDHs were found to effectively oxidize benzylic alcohols to their corresponding carbonyl compounds in diphenyl ether, using O2 as the terminal oxidant. LDH catalysts were also applied to the oxidation of lignin β-O-4 model compounds. Typically, for all catalysts, only trace amounts of the ketone formed from benzylic alcohol oxidation were observed, the main products comprising benzoic acids and phenols arising from β-aryl ether cleavage. This observation is consistent with the higher reactivity of the ketones, resulting from weakening of the Cβ–O4 bond that was shown to be aerobically cleaved at 180 °C in the absence of a catalyst.

New active and recyclable catalytic systems based on [Zn4(H2O)2(PW9O34)2]10– for alcohol oxidation with hydrogen peroxide in water

2011 ◽  
Vol 89 (1) ◽  
pp. 13-18 ◽  
Author(s):  
Yong Ding ◽  
Wei Zhao ◽  
Bao-chun Ma ◽  
Wen-yuan Qiu
Keyword(s):  
Hydrogen Peroxide ◽  
Carbonyl Compounds ◽  
Alcohol Oxidation ◽  
Reusable Catalyst ◽  
Catalytic Systems ◽  
Oxidation Of Alcohols ◽  
Sandwich Type ◽  
High Yields

A “sandwich” type tungstophosphate, [Zn4(H2O)2(PW9O34)2]10–, was used as the efficient and reusable catalyst for alcohol oxidation. The catalyst I of K10Zn4(H2O)2(PW9O34)2·20H2O and the catalyst II of [(C18H37)2(CH3)2N]8K2[Zn4(H2O)2(PW9O34)2] were used to catalyze the oxidation of alcohols in water. High yields of the corresponding carbonyl compounds were obtained. The catalysts were recycled several times without loss in activity.

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