98635-85-9Relevant academic research and scientific papers
Hydrocarbon-Soluble Halogen and Thiolate/Magnesium Exchange Reagents
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Paragraph 0071; 0079-0087, (2020/08/19)
The invention relates to hydrocarbon-soluble halogen or thiolate/magnesium exchange reagents of the general formula [in-line-formulae]R1MgR11?n(OR3)n·LiOR2·(1?n)LiOR3·aDonor[/in-line-formulae] in which: R1 is a C1-C8 alkyl and OR2 as well as OR3 are same or different and represent primary, secondary, or tertiary alkoxide residues having 3 to 18 carbon atoms, wherein R2 and/or R3 can for their part contain an alkoxy substituent OR4; a assumes a value of 0 to 2, n assumes a value between 0 and 1, and the donor is an organic molecule containing at least 2 nitrogen atoms.
Generation of Aryl and Heteroaryl Magnesium Reagents in Toluene by Br/Mg or Cl/Mg Exchange
Ziegler, Dorothée S.,Karaghiosoff, Konstantin,Knochel, Paul
supporting information, p. 6701 - 6704 (2018/05/05)
The alkylmagnesium alkoxide sBuMgOR?LiOR (R=2-ethylhexyl), which was prepared as a 1.5 m solution in toluene, undergoes very fast Br/Mg exchange with aryl and heteroaryl bromides, producing aryl and heteroaryl magnesium alkoxides (ArMgOR?LiOR) in toluene. These Grignard reagents react with a broad range of electrophiles, including aldehydes, ketones, allyl bromides, acyl chlorides, epoxides, and aziridines, in good yields. Remarkably, the related reagent sBu2Mg?2 LiOR (R=2-ethylhexyl) undergoes Cl/Mg exchange with various electron-rich aryl chlorides in toluene, producing diorganomagnesium species of type Ar2Mg?2 LiOR, which react well with aldehydes and allyl bromides.
Evaluation of endo- and exo-aryl-substitutions and central scaffold modifications on diphenyl substituted alkanes as 5-lipoxygenase activating protein inhibitors
Chu, Lin,Armstrong, Helen M.,Chang, Linda L.,Cheng, Amy F.,Colwell, Lawrence,Cui, Jisong,Evans, Jilly,Galka, Amy,Goulet, Mark T.,Hayes, Nancy,Lo, Jane,Menke, John,Ok, Hyun O.,Ondeyka, Debra L.,Patel, Minal,Quaker, Grace M.,Sings, Heather,Witkin, Stephanie L.,Zhao, Annie,Ujjainwalla, Feroze
scheme or table, p. 4133 - 4138 (2012/07/03)
A search for a suitable replacement for the central norbornyl scaffold presented in the recently disclosed novel FLAP inhibitors is herein described, as well as the SAR study performed on the endo and exo-aryl groups.
Microwave-assisted nickel(II) acetylacetonate-catalyzed arylation of aldehydes with arylboronic acids
Chen, Wen,Baghbanzadeh, Mostafa,Kappe, C. Oliver
experimental part, p. 1677 - 1679 (2011/04/25)
Applying sealed vessel microwave heating at 180 °C in toluene the arylation of aromatic and aliphatic aldehydes with arylboronic acids using 1-2 mol % of Ni(acac)2 as a catalyst can be performed efficiently within 10-30 min providing the desired diarylmethanols or benzyl alcohols in good yields.
In situ preparation of rhodium/N-heterocyclic carbene complexes and use for addition of arylboronic acids to aldehydes
Kilincarslan, Rafet,Yigit, Murat,Oezdemir, Ismail,Cetinkaya, Engin,Cetinkaya, Bekir
, p. 69 - 73 (2008/09/18)
(Chemical Equation Presented) The in situ prepared three component system [RhCl(COD)]2/imidazolidinium salts (2, 4) and KOBut catalyses the addition of phenylboronic acid to sterically hindered aldehydes affording the corresponding arylated secondary alcohols in good yields. Four novel 1,3-dialkylimidazolidinium (2-4) salts as NHC precursors were synthesized from N,N′-dialkylethylenediamine.
Novel azolinium/rhodium system catalyzed addition of arylboronic acids to aldehydes
Oezdemir, Ismail,Yigit, Murat,Cetinkaya, Engin,Cetinkaya, Bekir
, p. 1371 - 1379 (2007/10/03)
There novel 1,3-dialkylperhydrobenzimidazolinium (2a-c) and two 1,3-dialkylimidazolinium salts (4a,b) as NHC precursors were synthesized from N,N′-dialkyl-1,2-cyclohexanediamine dihydrochloride and 1,2-dialkylpropanediamine dihydrochloride. The in situ prepared three component system [RhCl(COD)]2 / imidazolinium salts (2, 4) and KOBut catalyses the addition of phenylboronic acid to sterically hindered aldehydes affording the corresponding arylated secondary alcohols in good yields.
Novel rhodium-1,3-dialkyl-3,4,5,6-tetrahydropyrimidin-2-ylidene complexes as catalysts for arylation of aromatic aldehydes
?zdemir, Ismail,Demir, Serpil,?etinkaya, Bekir,?etinkaya, Engin
, p. 5849 - 5855 (2007/10/03)
Six new rhodium-tetrahydropyrimidin-2-ylidene complexes (2a-f) have been prepared and characterized by C, H, N analysis, 1H NMR and 13C NMR. Phenylboronic acid reacts with aldehydes in the presence of a catalytic amount of the new rhodium(I)-carbene complexes, RhCl(COD)(1,3- dialkyl-3,4,5,6-tetrahydropyrimidin-2-ylidene), (2a-f), to give the corresponding secondary aryl alcohols in good yields (72-96%).
An electrochemical coupling of organic halide with aldehydes, catalytic in chromium and nickel salts. the Nozaki-Hiyama-Kishi reaction.
Durandetti,Nedelec,Perichon
, p. 2073 - 2076 (2007/10/03)
[reaction: see text] Electrochemical arylation of arenecarboxaldehydes using an iron sacrificial anode in the presence of chromium and nickel catalysts afforded the corresponding arylated secondary alcohols in moderate to good yields. The chromium and nickel salts as catalysts are obtained by oxidation of a stainless steel rod during a preelectrolysis in 7% and 3%, respectively. The process was also applied to the addition of vinyl halide, allyl acetate, or alpha-chloroester to aromatic aldehydes.
Nickel- and chromium-catalysed electrochemical coupling of aryl halides with arenecarboxaldehydes
Durandetti, Muriel,Perichon, Jacques,Nedelec, Jean-Yves
, p. 9009 - 9013 (2007/10/03)
Electrochemical arylation of arenecarboxaldehydes using a stainless steel sacrificial anode in the presence of Ni catalysts afforded the corresponding arylated secondary alcohols in good yields.
Process for producing benzhydrols
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, (2008/06/13)
There is disclosed a process for producing benzhydrls by reacting an arylmetal compound with an aromatic aldehyde. According to this process, benzhydrols useful as raw materials for medicines and photopolymerization initiators can be produced in a high yield and industrially advantageously.
