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.
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.
Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN
Yao, Yunxin,Zhao, Guangkuan,Hamze, Abdallah,Alami, Mouad,Provot, Olivier
supporting information, p. 5775 - 5779 (2020/08/17)
A mild process using a combination of TMSCl and NaI in acetonitrile is used to regenerate carbonyl compounds from a variety of dithiane and dithiolane derivatives. This easy to handle and inexpensive protocol is also efficient to deprotect oxygenated and mixed acetals as 1,3-dioxanes, 1,3-dioxolanes and 1,3-oxathianes quantitatively. As a possible extension of this method, it was also shown that nitrogenated substrates such as hydrazones, N-tosylhydrazones, and ketimines reacted well under these conditions to give the expected ketones in high yields. The methodology proposed herein is a good alternative to the existing methods since it does not use metals, oxidants, reducing agents, acidic or basic media, and keto-products were obtained in high to excellent yields.