26475-66-1Relevant academic research and scientific papers
Direct: N -alkylation of sulfur-containing amines
Li, Chen,Ge, Min-Tong,Bai, Liang,Xia, Ai-Bao,Xu, Dan-Qian,Xu, Zhen-Yuan
supporting information, p. 4478 - 4482 (2021/05/31)
An efficient ruthenium-catalyzed method has been developed for the direct N-alkylation of sulfur-containing amines with alcohols, for the first time, by a step-economical and environmentally friendly hydrogen borrowing strategy. The present methodology features base-free conditions and broad substrate scope, with water being the only by-product. Moreover, this protocol has been applied to the synthesis of the pharmaceutical drug Quetiapine.
Application of bis(triphenylphosphine)carbonyl ruthenium dichloride monohydrate
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Paragraph 0163-0165, (2021/07/10)
The invention provides bis(triphenylphosphine)carbonyl ruthenium dichloride monohydrate. A preparation method comprises the following steps: adding triphenylphosphine into an organic solvent A, and conducting heating to 50-100 DEG C to dissolve the triphenylphosphine so as to obtain a solution A; adding ruthenium trichloride into an organic solvent B, and conducting dissolving to obtain a solution B; then sequentially and rapidly adding the solution B and an aqueous formaldehyde solution with a mass fraction of 37% into the solution A, and conducting a reaction for 0.5-2 h at a temperature of 80-130 DEG C; and carrying out post-treatment on the obtained reaction solution A to obtain the bis(triphenylphosphine)carbonyl ruthenium dichloride monohydrate. Compared with a synthesis method proposed by Colt and the like, the method disclosed by the invention has the advantages that the use of strong acid can be well avoided, injury to operators in an experiment process is reduced, reaction time is greatly shortened, treatment after the experiment is simple, and experiment efficiency is improved.
Preparation method of bis(triphenylphosphine) carbonyl ruthenium dichloride monohydrate
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Paragraph 0166-0168, (2021/08/06)
The invention provides bis(triphenylphosphine) carbonyl ruthenium dichloride monohydrate, which is prepared by the following steps of adding triphenylphosphine into an organic solvent A, and heating to 50-100 DEG C to dissolve the triphenylphosphine to obtain a solution A, adding ruthenium trichloride into an organic solvent B, and dissolving to obtain a solution B, then sequentially and rapidly adding the solution B and a formaldehyde aqueous solution with the mass fraction of 37% into the solution A, and conducting a reaction for 0.5-2 h at the temperature of 80-130 DEG C, and carrying out post-treatment on the obtained reaction liquid A to obtain the bis(triphenylphosphine) carbonyl ruthenium dichloride monohydrate. Compared with a synthesis method of Colt et al., the method disclosed by the invention has the advantages that the use of strong acid can be well avoided, the injury to operators in the experiment process is reduced, the reaction time is greatly shortened, the treatment after the experiment is simple, and the experiment efficiency is improved.
A sulfide oxidation method cheng Feng
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Paragraph 0030-0033, (2018/03/01)
The invention relates to an efficient and simple method for oxidizing thioether to sulfone. The method is characterized in that saturated aromatic thioether and fatty thioester particularly aromatic thioether and fatty thioester compounds that contain tertiary amines are oxidized into corresponding sulfone compounds without influencing other functional groups in a ketone solvent at a certain temperature, by using hydrogen peroxide as an oxidant and a metal compound as a catalyst. The method is mainly characterized in that oxidation of some saturated thioethers and thioether compounds containing active groups can be achieved only by adopting a series of cheap and environment-friendly raw materials such as hydrogen peroxide, without using expensive rare metal catalyst, transition metal oxidant or organic peroxide compound; and oxidation of the active groups are effectively suppressed. The method has the advantages of high oxidation rate, good selectivity, mild reaction conditions and simple experimental operations. Besides, raw materials are cheap, easily available, clean and environment-friendly, thereby having wide application prospects.
Copper-catalyzed oxygen atom transfer of N-oxides leading to a facile deoxygenation procedure applicable to both heterocyclic and amine N-oxides
Jeong, Jisu,Lee, Donggun,Chang, Sukbok
supporting information, p. 7035 - 7038 (2015/04/22)
Deoxygenation of various types of N-oxides including both heterocyclic and alkyl(aryl)amine derivatives has successfully been developed by the copper-catalyzed oxygen atom transfer using diazo compounds as the oxygen acceptor. The reaction proceeds smoothly over a broad range of substrates with excellent functional group tolerance under mild conditions. This journal is
Bis-heteronucleophilic michael addition to divinyl sulfone: A new efficient access to macrocycles
Teyssot, Marie-Laure,Fayolle, Martine,Philouze, Christian,Dupuy, Claude
, p. 54 - 62 (2007/10/03)
The Michael addition of bis(nitrogen or sulfur) nucleophiles to divinyl sulfone provides the corresponding macrocyclic adducts in good yields. The structures of some new macrocyclic sulfones are established by X-ray crystallographic analysis and NMR spectroscopy. The subsequent cleavage of benzyl or tosyl groups yields the unprotected macrocyclic sulfones. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Synthesis of Piperazines and Thiomorpholines by Ozonolysis of Cyclic Olefins and Reductive N-Alkylation
Kawaguchi, Mamoru,Hayashi, Osamu,Kanamoto, Masahiro,Hamada, Masayuki,Yamamoto, Yukio,Oda, Jun'ichi
, p. 435 - 440 (2007/10/02)
Ozonized 1-trifluoroacetyl-3-pyrroline (2a) and 3-sulfolene (6) were reduced with sodium cyanoborohydride (1) to afford the dialdehyde, which reacted in situ with the primary amines 3ad in the presence of 1 to give the piperazines 4ad (2160 percent) and the dioxothiomorpholines 7ad (2676 percent).Reduction of 7a and 7c with diisobutylaluminum hydride yielded the thiomorpholines 8a and 8c, respectively.On the other hand, the 9-membered azacrown ethers 10 and 11 were obtained when N,N'-dibenzylethylenediamine (9) was employed.The dioxothiomorpholine derivatives 13 of amino acids were also prepared by the same treatment.
