1226-42-2Relevant articles and documents
Oxidation of benzoins to benzils with chromium trioxide under viscous conditions
Huang, Li-Hong,Wang, Qiang,Ma, Yi-Chun,Lou, Ji-Dong,Zhang, Changhe
, p. 1659 - 1663 (2011)
An efficient and selective oxidation of benzoins into corresponding benzils using chromium trioxide under viscous conditions at room temperature is described. The present oxidations are completed within 2 h with the yield of 86-96%. It can overcome the problems of the common solvent-free reactions, in which it is difficult for the solid molecular collision to react.
Oxidation of benzoins with ferric (III) nitrate supported on aluminum silicate
Lou, Ji-Dong,Ma, Yi-Chun,Vatanian, Negin,Wang, Qiang,Zhang, Changhe
, p. 157 - 159 (2010)
The preparation of benzils by oxidation of corresponding benzoins using ferric (III) nitrate nonahydrate supported on aluminum silicate reagent under heterogeneous conditions and reflux in yields between 82-95% is described. The main advantage of this oxidation is that the reaction time is much shorter as compared to the other reported ferric (III) nitrate nonahydrate based reagents, and it is an extension of application for the ferric (III) nitrate nonahydrate supported on aluminum silicate reagent as well.
Selective oxidation of benzoins with chromic acid supported on aluminum silicate under viscous conditions
Lou, Ji-Dong,Ma, Yi-Chun,Wang, Qiang,Vatanian, Negin,Zhang, Changhe
, p. 495 - 498 (2010)
Efficient oxidation of benzoins to corresponding benzils using chromic acid supported on aluminum silicate reagent under viscous conditions at room temperature is described, and all the reactions are completed within 3 hours in yields between 82-92%. The present procedure can overcome the problems existed in the common solvent-free reactions of the difficulty for the solid molecular collision to react. In addition, owing to the reaction using a very minimum amount of solvents, combustion, toxicity, and environmental pollution of the solvents are quite reduced. Taylor & Francis Group, LLC.
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Natarajan,Venkatasubramanian
, p. 205 (1976)
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Oxidation of benzyl alcohols and acyloins with (NO3)3CeBrO3
Shirini,Tajik,Aliakbar,Akbar
, p. 767 - 770 (2001)
Trinitratocerium(IV) bromate (TNCB) was prepared by the reaction of cerium(IV) ammonium nitrate (CAN) with sodium bromate. The oxidizing ability of this compound was observed in the oxidation of benzyl alcohols and acyloins to the corresponding carbonyl compounds.
Copper-catalyzed TEMPO oxidative cleavage of 1,3-diketones and β-keto esters for the synthesis of 1,2-diketones and α-keto esters
Zhou, Peng-Jun,Li, Cheng-Kun,Zhou, Shao-Fang,Shoberu, Adedamola,Zou, Jian-Ping
, p. 2629 - 2637 (2017)
A copper-catalyzed efficient and practical method has been developed for the synthesis of 1,2-diketones and α-keto esters. TEMPO was used as a radical initiator and scavenger, oxidizing the cleavage of α-methylene of 1,3-diketones and β-keto esters to form 1,2-diketones and α-keto esters. This method provided a general way for the formation of 1,2-dicarbonyl compounds.
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Barakat et al.
, p. 1670 (1955)
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A first example of a reaction under viscous conditions: Oxidation of solid benzoins with manganese dioxide
Lou, Ji-Dong,Lu, Xiu L.,Marrogi, Aizen J.,Li, Feng,Gao, Chun-Ling,Yu, Xiaoping
, p. 609 - 611 (2008)
A new, general, and efficient technique for the reaction of solid substrates under viscous conditions with shaking at room temperature is described, which can overcome some of the problems existing in common solvent-free reactions solids as the starting materials. In this manuscript we present as a first example of this method the oxidation of solid benzoins into the corresponding benzils using an environmentally friendly and inexpensive oxidant, manganese dioxide.
Sodium selenite-dimethylsulfoxide: a highly efficient reagent for dehydrogenation
Lamba, Mandeep,Makrandi, Jagdish Kumar
, p. 225 - 226 (2008)
Sodium selenite in dimethylsulfoxide is a highly efficient reagent for dehydrogenation reactions and can be used under both thermal as well as microwave irradiation conditions. Using this reagent benzoins have been dehydrogenated to benzils, flavanones to flavones and 2'-hydroxy chalcones have been converted into flavones by cyclodehydrogenation.
Synthesis of 1,2-diketones by mercury-catalyzed alkyne oxidation
Mei, Xiaochuan,Hu, Weican,Gao, Kexin,Gao, Haotian,Wang, Chaoyang,Qian, Guoying,Rong, Zhouting
, p. 2661 - 2667 (2021)
The first mercury-catalyzed synthesis of 1,2-diketones by alkyne oxidation has been developed. This inexpensive method extends the potential of mercury catalysis and allows the rapid construction of various 1,2-diketones and α-carbonyl amides in good yields with high functional group tolerance.
Silica supported manganese dioxide: An efficient reagent for oxidation of benzoins
Khandekar, Amit C.,Paul, Aniruddha M.,Khadilkar, Bhushan M.
, p. 2931 - 2935 (2002)
A simple and practical method for the oxidative transformation of different benzoins to the corresponding benzils using silica supported manganese dioxide is described.
CERIUM(IV) AMMONIUM NITRATE-CHARCOAL SYSTEM. AN EFFECTIVE CATALYST FOR THE AIR OXIDATION OF BENZYL ALCOHOLS AND ACYLOINS
Hatanaka, Yasuo,Imamoto, Tsuneo,Yokoyama, Masataka
, p. 2399 - 2400 (1983)
Cerium(IV) ammonium nitrate (CAN) adsorbed on activated charcoal has been found to be an effective catalyst for the air oxidation of benzyl alcohols and acyloins to the corresponding carbonyl compounds.
Oxidation of hydrobenzoins to benzils by ammonium chlorochromate/ montmorillonite K-10 under ultrasound irradiation
Li, Ji-Tai,Sun, Xue-Li
, p. 4321 - 4327 (2009)
The oxidation of hydrobenzoins to the corresponding benzils was carried out in excellent yield by ammonium chlorochromate (ACC) supported on montmorillonite K10 in CH2Cl2 at room temperature under ultrasound irradiation.
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McHatton,Soulal
, (1953)
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Tandem and chemoselective synthesis of benzil derivatives from styrene and arene diazonium salts
Jadhav, Vilas G.,Sarode, Sachin A.,Nagarkar, Jayashree M.
, p. 1834 - 1838 (2017)
A facile and practically applied protocol for synthesis of benzil derivatives using styrene and arene diazonium salts is reported. Pd(OAc)2/SeO2 catalytic system was found to be efficient for chemoselective synthesis of benzil. Selenium dioxide works well as an oxidant under milder reaction conditions. Moderate to very good yields of the desired products were obtained.
Catalytic Air and Amine N-Oxide Oxidation of p-Substituted Benzoin by Molybdenum(IV) Complexes. Identification of the Deactivation Process by Dioxygen
Ueyama, Norikazu,Yoshinaga, Naoto,Nakamura, Akira
, p. 387 - 394 (1990)
The catalytic oxidation of benzoin and two p-substituted benzoins, e.g. 4,4'-dimethoxy- and 4,4'-dichloro derivatives, by dioxygen or pyridine N-oxide, in the presence of (cysS-OMe = S-deprotonated cysteinate methyl ester) and was studied kinetically.The catalytic oxidation rates indicate a trend, MeO > H > Cl, which is related to the ease in apparent hydride release from the C-H group of benzoin derivatives.The stoicheiometric oxidation indicates a similar oxo-transfer reactivity of the above complexes towards the three p-substituted benzoins.Only one 18O from 18O> dioxygen was found in one of the benzil carbonyl groups.The catalytic dioxygen oxidation by suffers from deactivation through the formation of V(S2CNEt2)2> formed by a one-electron-transfer reaction from IVO(S2CNEt2) to dioxygen.
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VanDyke,M.,Pritchard,N.D.
, p. 3204 - 3205 (1967)
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Novel one-pot procedure for the synthesis of 1,2-diketones
Jing, Xiaobi,Pan, Xin,Li, Zhen,Shi, Yaocheng,Yan, Chaoguo
, p. 492 - 496 (2009)
A simple and convenient one-pot procedure is reported for the synthesis of 1,2-diketones from corresponding benzoin-type condensation reaction of aromatic aldehydes in water with N,N-dialkylbenzimidazolium salt as condensation catalyst and ferric chloride as oxidizing reagent. Copyright Taylor & Francis Group, LLC.
Cathodic reduction of benzoyl cyanides
Okimoto, Mitsuhiro,Itoh, Toshiaki,Chiba, Toshiro
, p. 4835 - 4837 (1996)
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Novel organic-inorganic hybrid mesoporous silica supported oxo-vanadium schiff base for selective oxidation of alcohols
Verma, Sanny,Nandi, Mahasweta,Modak, Arindam,Jain, Suman L.,Bhaumik, Asim
, p. 1897 - 1902 (2011)
Novel organic-inorganic hybrid mesoporous materials containing diimine moieties inside the pore wall were used for the grafting of an oxo-vanadium Schiff base complex at the mesopore surface. The prepared catalyst was found to be highly active and selective for the oxidation of a variety of primary, secondary and α-hydroxy carbonyl compounds to the corresponding aldehydes, ketones and 1,2-dicarbonyl compounds using tert-butyl hydroperoxide as oxidant under mild reaction conditions. After completion of the reaction, the catalyst could easily be recovered by simple filtration and could be reused several times without significant change in the catalytic efficiency. Importantly, the catalyst did not show any leaching during the reaction, confirming that the prepared catalyst was truly heterogeneous in nature. Copyright
Organic inorganic hybrid cobalt phthalocyanine/polyaniline as efficient catalyst for aerobic oxidation of alcohols in liquid phase
Panwar, Vineeta,Kumar, Pawan,Ray, Siddharth S.,Jain, Suman L.
, p. 3948 - 3953 (2015)
Organic inorganic hybrid catalyst synthesized by doping of cobalt phthalocyanine (CoPc) on polyaniline support (CoPc/PANI) exhibited higher activity for the oxidation of various alcohols to the corresponding carbonyl compounds in high to excellent yield using molecular oxygen as oxidant and isobutyraldehyde as a sacrificial agent. Notably, the synthesized catalyst was found to be truly heterogeneous in nature and could be easily recovered, recycled for several recycling runs without loss of catalytic activity.
A novel method of synthesis of 1,2-diketones from 1,2-diols using N-bromosuccinimide
Khurana, Jitender M.,Kandpal, Bhaskar M.
, p. 4909 - 4912 (2003)
A simple and convenient procedure is reported for the synthesis of benzils and aliphatic 1,2-diketones of cyclic and open chain compounds from corresponding hydrobenzoins and 1,2-diols by refluxing with N-bromosuccinimide in carbon tetrachloride in presence or absence of pyridine.
Catalytic action of triarylstibanes: Oxidation of benzoins into benzyls using triarylstibanes under an aerobic condition
Yasuike, Shuji,Kishi, Yoshihito,Kawara, Shin-Ichiro,Kurita, Jyoji
, p. 425 - 427 (2005)
Benzoins are simply oxidized to benzils in excellent yields with a catalytic amount of triarylstibanes under an aerobic condition. This catalytic oxidation is heteroatom-specific in the antimony compound and no reaction take place with other group 15 reagents such as triphenylphosphane, -arsane and -bismuthane. The reaction should involve an oxidation-reduction cycle between stibane Sb(III) and stiborane Sb(V) under air.
Silica supported ferric nitrate nonahydrate: Selective oxidation of benzoins under mild conditions
Paul, Aniruddha M.,Khandekar, Amit C.,Shenoy
, p. 2581 - 2584 (2003)
Benzils are selectively obtained in high yields by the oxidation of benzoins under mild reaction conditions using silica supported ferric nitrate nonahydrate.
Thiourea dioxide with TBHP: A fruitful and greener recipe for the catalytic oxidation of alcohols
Verma, Sanny,Singh, Raghuvir,Tripathi, Deependra,Gupta, Piyush,Bahuguna, Gajendra Mohan,Jain, Suman L.
, p. 4184 - 4188 (2013)
Thiourea dioxide, owing to its hydrogen bonding ability, has been established as an exceptional, widely applicable organocatalyst. In the present paper, thiourea dioxide, an organocatalyst, in combination with t-butyl hydroperoxide (TBHP), a non-toxic and environmentally benign oxidant, serves to be a greener and more fruitful approach for the oxidation of alcohols to corresponding carbonyl compounds in excellent yields under mild reaction conditions. The Royal Society of Chemistry 2013.
Oxidation of: O -dioxime by (diacetoxyiodo)benzene: Green and mild access to furoxans
He, Chunlin,Pang, Siping,Zhang, Qi,Zhang, Xun,Zhao, Cheng
supporting information, p. 1489 - 1493 (2022/01/31)
Furoxan has been widely used in the field of high energy density materials because of its excellent properties such as high density, high standard enthalpy of formation and high nitrogen content. However, its existing synthesis methods are still restricted by the problems of difficult substrate preparation and manual handling of hazardous reagents. Herein, we disclosed a mild oxidation strategy to efficiently obtain furoxan derivatives starting from readily available o-dioxime substrates. This reaction features high functional group tolerance and easy scale-up, and has excellent regioselectivity for specific nonsymmetric o-dioximes. This method greatly reduces the safety risk and simplifies the operation process, and means that diversified furoxan derivatives can be easily accessed, thus paving the way for the wide application of furoxan derivatives. This journal is
One-pot synthesis, structural analysis, and oxidation applications of a series of diaryltellurium dicarboxylates
Higashikawa, Go,Koguchi, Shinichi,Ohmura, Shiori,Shibuya, Yuga,Toyoda, Anna
, p. 32837 - 32840 (2021/12/07)
This paper presents a concise and efficient one-pot synthesis of a variety of functionalized diaryltellurium dicarboxylates. The method is based on a mild photosensitized oxygenation of cheap and readily available carboxylic acids. The molecular structures of the diaryltellurium dicarboxylates were determined unambiguously using single-crystal X-ray diffraction analysis. The thus obtained diaryltellurium dicarboxylates were used to study the oxidation of benzoin derivatives.
