![6-methoxy-3,4-dihydro-2H-spiro[naphthalene-1,2'-[1,3]dithiane]](/Databaselist/images/loading.webp)
1078-19-9Relevant academic research and scientific papers
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.
Intermolecular Oxidative Radical Addition to Aromatic Aldehydes: Direct Access to 1,4- and 1,5-Diketones via Silver-Catalyzed Ring-Opening Acylation of Cyclopropanols and Cyclobutanols
Che, Chao,Qian, Zhaosheng,Wu, Mingchang,Zhao, Ying,Zhu, Gangguo
, p. 5665 - 5673 (2018)
A novel silver-catalyzed ring-opening acylation of cyclopropanols and cyclobutanols is described. The reaction proceeds under mild and neutral conditions and provides a facile access to nonsymmetric 1,4- and 1,5-diketones in promising yields with broad substrate scope. Mechanistic studies including DFT calculations suggest the involvement of an uncommon water-assisted 1,2-HAT process, which is strongly exothermic and thus promotes addition of carbon radicals to aldehydes. In contrast to traditional reductive radical addition protocols, this work represents the first example of the intermolecular oxidative radical addition to aldehydes, thus offering a novel strategy for the direct synthesis of acyclic ketones from readily accessible aldehydes.
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.
An Expeditious Synthesis of 8-Methoxy-1-tetralone
Castillo-Rangel, Norma,Pérez-Díaz, José Oscar H.,Vázquez, Alfredo
, p. 2050 - 2056 (2016)
8-Methoxy-1-tetralone was synthesized in a concise and efficient manner involving a sequential palladium-mediated cross-coupling reaction (Heck), catalytic hydrogenation, and intramolecular acylation mediated by Eaton's reagent or Lewis acids. The pivotal step in the synthesis was the use of a bromine substituent at the benzenoid C4 position of the intermediate methyl 4-arylbutyric ester to ensure cyclization ortho to the methoxy moiety and obviate cyclization at the para position to the thermodynamically preferred 6-methoxy-1-tetralone, the sole product obtained in the absence of this blocking group.
A new method for the conversion of enol phenyl thioethers to ketones
Grieco, Paul A.,Dai, Yujia
, p. 6997 - 7000 (1998)
Exposure of enol thioethers at ambient temperature to in situ-generated hydrogen iodide in acetonitrile containing mercuric chloride gives rise to ketones in yields ranging from 74-87%.
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.
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.]
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.
