1078-19-9Relevant articles and documents
A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion
Yu, Jiajia,Zhao, Huijun,Liang, Shuguang,Bao, Xiaoguang,Zhu, Chen
, p. 7924 - 7927 (2015)
A regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion is described. A variety of 1-tetralones are furnished under mild reaction conditions from tertiary cyclobutanols regardless of the electronic properties and steric hindrance of substituents, providing a new and practical method to access diverse 1-tetralone building blocks. Preliminary experimental and DFT studies revealed that a radical-mediated sequence of C-C bond cleavage/C-C bond formation is involved.
1,3-BENZODITHIOLIUM ION MEDIATED ANNULATIONS
Rigby, James H.,Kotnis, Atul,Kramer, James
, p. 2939 - 2940 (1983)
A mild and selective method for cyclizations onto aromatic systems using 1,3-benzodithiolium ions is described.
AN IMPROVED PREPARATION OF VINYL IODIDES
Barton, Derek H. R.,Bashiardes, George,Fourrey, Jean-Louis
, p. 1605 - 1608 (1983)
The oxidation of ketone hydrazones by iodine in the presence of a base to furnish vinyl iodides has been considerably improved.The three factors responsible are (1) absence of water, (2) the use of strong guanidine bases and (3) inverse addition.
Chemoselective oxidation of benzylic alcohols with solid supported CrO3/TBHP under microwave irradiation
Singh,Sharma,Chhibber,Kaur,Kad
, p. 3941 - 3945 (2000)
The efficient use of microwave energy coupled with dry media technique for the oxidation of benzylic alcohols using catalytic CrO3 and TBHP has been effectively projected.
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Juday
, p. 532,534 (1957)
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PRACTICAL CHROMIUMVI OXIDE-CATALYZED BENZYLIC OXIDATIONS USING 70percent TERT-BUTYLHYDROPEROXIDE
Muzart, Jacques
, p. 2131 - 2132 (1987)
In using 70percent t.BuOOH and catalytic amounts of chromic anhydride, benzylic methylene groups are oxidized at room temperature to carbonyl functions in fair yields.
Birch et al.
, p. 2917 (1968)
Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds
Li, Zhibin,Zhang, Yan,Li, Kuiliang,Zhou, Zhenghong,Zha, Zhenggen,Wang, Zhiyong
, p. 2134 - 2141 (2021/09/29)
A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance. [Figure not available: see fulltext.]
Regioselective Electrochemical Cyclobutanol Ring Expansion to 1-Tetralones
Petti, Alessia,Natho, Philipp,Lam, Kevin,Parsons, Philip J.
, p. 854 - 858 (2021/01/12)
A mild electrochemical method for the regioselective preparation of 1-tetralones under environmentally friendly conditions from readily available cyclobutanols was developed. A series of aromatic- and heteroaromatic-fused 1-tetralones was accessed through ring expansion of the functionalized cyclobutanols via electrochemical generation of alkoxy radicals and intramolecular cyclization.
Green Organic Solvent-Free Oxidation of Alkylarenes with tert-Butyl Hydroperoxide Catalyzed by Water-Soluble Copper Complex
Ajjou, Abdelaziz Nait,Rahman, Ateeq
, p. 165 - 174 (2020/04/15)
Different benzylic compounds were efficiently oxidized to the corresponding ketones with aqueous 70% tert-butyl hydroperoxide (TBHP) and the catalytic system composed of CuCl2.2H2O and 2,2'-biquinoline-4,4'-dicarboxylic acid dipotassium salt (BQC). The catalytic system CuCl2/BQC/TBHP allows obtaining high yields at room temperature under organic solvent-free conditions. The interest of this system lies in its cost effectiveness and its benign nature towards the environment. Benzylic tertbutylperoxy ethers and benzylic alcohols were observed and suggested as the reaction intermediates. Analysis of organic products by atomic absorption did not show any contamination with copper metal. In terms of efficiency, CuCl2/BQC system is comparable or superior to the most of the catalytic systems described in the literature and which are based on toxic organic solvent.