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)
Mechanical metal activation for Ni-catalyzed, Mn-mediated cross-electrophile coupling between aryl and alkyl bromides
Wu, Sisi,Shi, Weijia,Zou, Gang
supporting information, p. 11269 - 11274 (2021/07/02)
Liquid-assisted grinding has been successfully applied to eliminate the requirements of chemical activators and anhydrous solvents in nickel-catalyzed, manganese-mediated cross-electrophile coupling between aryl and alkyl bromides. In addition to the traditional reaction parameters, mechanical ones,e.g.the rotational speed of mill, the filling degree of jar and ball size, have been found to affect the catalytic efficiency remarkably, implying the involvement of the regeneration of nickel(0) species in the rate-determining steps. A combined evaluation of the reaction and mechanical parameters led to an optimal condition under which a variety ofn-alky aromatics with various functional groups could be readily obtained in good yields with a 1 mol% catalyst loading. The practical application of liquid-assisted grinding-enabled aryl/alkyl cross-electrophile coupling has been demonstrated in the gram-scale synthesis of 6-methoxytetralone.
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.]
Highly selective electrocatalytic oxidation of benzyl C-H using water as safe and sustainable oxygen source
Ding, Mengning,Li, Xiaoshan,Sun, Yuxia,Xie, Jin,Xu, Wentao,Yang, Miao
supporting information, p. 7543 - 7551 (2020/11/18)
The selective oxidation of C-H bond is critical for feedstock manufacturing in chemical industry. Current strategies typically involve the use of oxygen or peroxide as the oxidation reagent under high temperature, which sets severe challenges in production sustainability and industrial safety. Herein, we demonstrate an environmental-friendly and safe electrocatalytic strategy for the selective oxidation of benzyl group to ketones at ambient conditions, while using water as the sole oxygen source. Water addition reduces the onset potential of anodic C-H oxidation, and produces 1-tetralone with satisfying conversion and excellent ketone to alcohol ratio. Layered MnO2 catalysts (with rich oxygen vacancies) further adjust the water affinity and facilitate the oxidation, leading to a significantly improved faradaic efficiency. This journal is