152944-20-2Relevant academic research and scientific papers
Nickel-Catalyzed Reductive Etherification of Aldehydes at Room Temperature: C-O vs C-C Bond Formation
Rahimi, Sajjad,Panahi, Farhad,Bahmani, Marzieh,Iranpoor, Nasser
, p. 973 - 979 (2018)
The reaction of secondary and tertiary benzyl alcohols activated by 2,4,6-trichloro-1,3,5-triazine (TCT) with aldehydes in the presence of NiCl2·dmg as a precatalyst in ethylene glycol afforded ethers at room temperature. A selective C-O vs C-C bond formation was observed for the secondary and tertiary benzyl alcohols in comparison with primary ones.
Development of a Storable Triazinone-Based Reagent for O- p-Methoxybenzylation under Mild Heating Conditions
Fujita, Hikaru,Terasaki, Hiromitsu,Kakuyama, Satoshi,Hioki, Kazuhito,Kunishima, Munetaka
supporting information, (2019/05/08)
A new triazinone-based reagent for O-p-methoxybenzylation has been developed. In spite of its stability in solid form, this reagent converts a free alcohol into the corresponding p-methoxybenzyl ether with mild heating (50-60 °C) in a solution. High funct
Selective catalytic synthesis of unsymmetrical ethers from the dehydrative etherification of two different alcohols
Kim, Junghwa,Lee, Dong-Hwan,Kalutharage, Nishantha,Yi, Chae S.
, p. 3881 - 3885 (2015/01/16)
The cationic ruthenium-hydride complex [(C6H6)(PCy3)(CO)RuH]+BF4- catalyzes selective etherification of two different alcohols to form unsymmetrically substituted ethers. The catalytic method exhibits a broad substrate scope while tolerating a range of heteroatom functional groups in forming unsymmetrical ethers, and it is successfully used to directly synthesize a number of highly functionalized chiral nonracemic ethers.
Benzylation of hydroxy groups with tertiary amine as a base
Gathirwa, Jeremiah W.,Maki, Toshihide
experimental part, p. 370 - 375 (2012/01/14)
The benzylation of hydroxy groups in the presence of tertiary amines is described. A mixture of an alcohol and a benzyl halide afforded the corresponding benzyl ether in good to excellent yields in the presence of diisopropylethylamine. The importance of solventless conditions was observed. The reaction showed high tolerance to many functional groups including benzoate, even at a reaction temperature of 150 °C. Sodium iodide was found to be an efficient catalyst to accelerate the reaction.
Mild, selective deprotection of PMB ethers with triflic acid/1,3-dimethoxybenzene
Jung, Michael E.,Koch, Pierre
experimental part, p. 6051 - 6054 (2011/11/28)
An efficient method for the cleavage of the p-methoxybenzyl protecting group of several alcohols in the presence of 0.5 equiv of trifluoromethanesulfonic acid and 1,3-dimethoxybenzene in dichloromethane at room temperature is described.
Reagent for synthesis of para-methoxbenzyl (PMB) ethers and associated methods
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Page/Page column 3; 4, (2011/06/25)
A newly synthesized compound designated lepidine ether 2-(4-Methoxybenzyloxy)-4-methylquinoline reacts with methyl triflate in the presence of alcohols to generate a neutral organic salt that transfers the para-methoxybenzyl (PMB) protecting group onto al
Synthesis of para-methoxybenzyl (PMB) ethers under neutral conditions
Nwoye, Ernest O.,Dudley, Gregory B.
, p. 1436 - 1437 (2008/02/02)
2-(4-Methoxybenzyloxy)-4-methylquinoline reacts with methyl triflate in the presence of alcohols to generate a neutral organic salt that transfers the para-methoxybenzyl (PMB) protecting group onto alcohols in high yield and under mild conditions. The Royal Society of Chemistry.
Reductive etherification of carbonyl compounds with alkyl trimethylsilylethers using polymethylhydrosiloxane (PMHS) and catalytic B(C 6F5)3
Chandrasekhar,Chandrashekar,Nagendra Babu,Vijeender,Venkatram Reddy
, p. 5497 - 5499 (2007/10/03)
A facile synthesis of symmetrical and unsymmetrical ethers is achieved by reductive coupling of carbonyl compounds with alkoxysilanes. This reaction is performed using inert polymethylhydrosiloxane as the hydride source and B(C 6F5)
Benzylation of alcohols and phenols with N-(4-methoxybenzyl)-o- benzenedisulfonimide
Carlsen, Per H.J.
, p. 1799 - 1802 (2007/10/03)
N-(4-methoxybenzyl)-o-benzene disulfonimide was prepared from o- benzenedisulfonyl chloride and 4-methoxybenzylamine in dichloromethane. Reaction of this compound with alcohols or phenols undere basic conditions gave the corresponding 4-methoxybenzyl ethers in good yields. Primary alkylamines were converted to the corresponding alcohols by treating the benzenedisulfonimido derivative with aqueous KOH in DMF solution.
