3947-98-6Relevant academic research and scientific papers
Room-Temperature Palladium-Catalyzed Deuterogenolysis of Carbon Oxygen Bonds towards Deuterated Pharmaceuticals
Ou, Wei,Xiang, Xudong,Zou, Ru,Xu, Qing,Loh, Kian Ping,Su, Chenliang
supporting information, p. 6357 - 6361 (2021/02/16)
Site-specific incorporation of deuterium into drug molecules to study and improve their biological properties is crucial for drug discovery and development. Herein, we describe a palladium-catalyzed room-temperature deuterogenolysis of carbon–oxygen bonds
Nickel-catalyzed reductive deoxygenation of diverse C-O bond-bearing functional groups
Cook, Adam,MacLean, Haydn,St. Onge, Piers,Newman, Stephen G.
, p. 13337 - 13347 (2021/11/20)
We report a catalytic method for the direct deoxygenation of various C-O bond-containing functional groups. Using a Ni(II) pre-catalyst and silane reducing agent, alcohols, epoxides, and ethers are reduced to the corresponding alkane. Unsaturated species including aldehydes and ketones are also deoxygenated via initial formation of an intermediate silylated alcohol. The reaction is chemoselective for C(sp3)-O bonds, leaving amines, anilines, aryl ethers, alkenes, and nitrogen-containing heterocycles untouched. Applications toward catalytic deuteration, benzyl ether deprotection, and the valorization of biomass-derived feedstocks demonstrate some of the practical aspects of this methodology.
Synthesis method of aryl deuterated methane
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Paragraph 0065-0084, (2020/06/15)
The invention discloses a synthesis method of aryl deuterated methane, and relates to the technical field of organic synthesis. The synthesis method of aryl deuterated methane comprises the followingstep: reacting ketone with deuterium gas in the presence
A convenient synthesis of deuterium labeled amines and nitrogen heterocycles with KOt-Bu/DMSO-d6
Hu, Yu,Liang, Liang,Wei, Wen-Tao,Sun, Xiang,Zhang, Xue-Jing,Yan, Ming
, p. 1425 - 1430 (2015/02/19)
H/D exchanges of arylmethyl amines and nitrogen heterocycles were conveniently achieved with KOt-Bu/DMSO-d6. The method is also applicable for phenyl benzyl ethers, diarylmethanes, and alkyl arenes. These H/D exchange reactions are suggested to
Efficient and convenient heterogeneous palladium-catalyzed regioselective deuteration at the benzylic position
Kurita, Takanori,Hattori, Kazuyuki,Seki, Saori,Mizumoto, Takuto,Aoki, Fumiyo,Yamada, Yuki,Ikawa, Kanoko,Maegawa, Tomohiro,Monguchi, Yasunari,Sajiki, Hironao
, p. 664 - 673 (2008/12/21)
The Pd/C-catalyzed efficient and regioselective hydrogen-deuterium (H-D) exchange reaction on the benzylic site proceeded in D2O in the presence of a small amount of H2 gas. The use of the Pd/C-ethylenediamine complex [Pd/C(en)] as a catalyst instead of Pd/C led to the efficient deuterium incorporation into the benzylic site of Obenzyl protective groups without hydrogenolysis. These H-D exchange reactions provide a post synthetic and D2-gas-free deuterium-labeling method on a wide variety of benzylic sites using D2O as the deuterium source and heterogeneous Pd/C or Pd/C(en) as a reusable heterogeneous palladium catalyst under mild and neutral conditions.
Efficient and selective Pt/C-catalyzed H-D exchange reaction of aromatic rings
Ito, Nobuhiro,Esaki, Hiroyoshi,Maesawa, Tsuneaki,Imamiya, Eikoh,Maegawa, Tomohiro,Sajiki, Hironao
experimental part, p. 278 - 286 (2009/03/12)
An effective and applicable deuteration method for aromatic rings using Pt/C-D2O-H2 system was established. Especially, phenol was fully deuterated even at room temperature, and other electron-rich aromatic nuclei were efficiently deuterated under mild conditions. The scope and limitations of the presence method and its application to the synthesis of deuterium-labeled biologically active compounds and deuterium-labeled building blocks for practical multi-gram scale syntheses are reported. 2008 The Chemical Society of Japan.
Facile and convenient method of deuterium gas generation using a Pd/C-catalyzed H2-D2 exchange reaction and itsapplication to synthesis of deuterium-labeled compounds
Kurita, Takanori,Aoki, Fumiyo,Mizumoto, Takuto,Maejima, Toshihide,Esaki, Hiroyoshi,Maegawa, Tomohiro,Monguchi, Yasunari,Sajiki, Hironao
scheme or table, p. 3371 - 3379 (2009/04/10)
The Pd/C-catalyzed H2-D2 exchange reaction using a H2-D2O combination provided a general, efficient and environmentally friendly route for the preparation of deuterium gas (D 2). H2 sealed
Novel direct reduction of diaryl ketones to diarylmethanes using supercritical 2-propanol
Hatano, Bunpei,Tagaya, Hideyuki
, p. 6331 - 6333 (2007/10/03)
We found that diaryl ketones reduce directly to diaryl alkanes under supercritical 2-propanol. This method was applied to one-pot synthesis of anthracene from anthraquinone derivatives by the addition of sulfur in excellent yields.
Pd/C-H2-catalysed deuterium exchange reaction of the benzylic site in D2O
Sajiki, Hironao,Hattori, Kazuyuki,Aoki, Fumiyo,Yasunaga, Kanoko,Hirota, Kosaku
, p. 1149 - 1151 (2007/10/03)
Pd/C is found to catalyse efficient and chemoselective exchange of deuterium derived from D2O with hydrogens on a benzylic carbon in the presence of a catalytic amount of hydrogen at room temperature.
Dilithium Diphenylmethanediide; Generation, Redox Relationship with Lithium Chlorodiphenylmethanide, Implication with Regard to Aggregation
Eikema Hommes, Nicolaas J. R. van,Bickelhaupt, Friedrich,Klumpp, Gerhard W.
, p. 438 - 440 (2007/10/02)
Dilithium diphenylmethanediide, Ph2CLi2, prepared by reaction of dichlorodiphenylmethane with lithium p,p'-di-tert-butylbiphenyl, reacts with organic halides and carbonyl compounds to give lithium chlorodiphenylmethanide, Ph2CLiCl, as a major product and is assumed to exist in two different states of aggregation.
