168335-61-3Relevant academic research and scientific papers
π-Excess σ2 P, O hybrid ligands: Synthesis of the first 4-methoxy-1 H -1,3-benzazaphospholes
Aluri, Bhaskar R.,Jones, Peter G.,Dix, Ina,Heinicke, Joachim W.
, p. 1773 - 1778 (2014)
The synthesis of the first 4-methoxy-substituted 1,3-benzazaphosphole was accomplished by using a C,O-dilithium intermediate generated from N-(3-methoxyphenyl)-2,2-dimethylpropanamide and butyllithium. This intermediate was subjected either to direct phosphonylation or to a bromination and phosphonylation sequence; subsequent reductive cyclization with excess lithium aluminum hydride led to the desired product. In addition, N-(2,2-dimethylpropyl) -3-methoxy-2-phosphinoaniline, formed in a side reaction, was cyclized with (dimethoxymethyl)dimethylamine to give 1-(2,2-dimethylpropyl)-4-methoxy-1H-1,3- benzazaphosphole. The behavior of these +M-substituted π-excess aromatic σ2 P-heterocycles towards moisture is reported, together with their 1H, 13C, and 31P solution NMR spectra and a crystal-structure analysis. The new compounds represent potential σ2 P,O hybrid or chelate ligands with a high π-density at the phosphorus atom. Georg Thieme Verlag Stuttgart New York.
Preparation method of arylamine o-substituted compound
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Paragraph 0089-0091; 0101-0115, (2019/11/13)
The invention discloses a preparation method of an arylamine o-substituted compound as shown in a formula I in the specification. The preparation method provided by the invention comprises the following steps: (1) in a continuous flow reactor, carrying ou
CRYSTALLINE FORMS OF A 2-THIAZOLYL- 4-QUINOLINYL-OXY DERIVATIVE, A POTENT HCV INHIBITOR
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Page/Page column 20-21, (2010/04/25)
This invention relates to novel crystalline forms of the following Compound (1), and the sodium salt thereof, and methods for the preparation thereof, pharmaceutical compositions thereof, and their use in the treatment of Hepatitis C Viral (HCV) infection.
Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted indoles
Jensen, Thomas,Pedersen, Henrik,Bang-Andersen, Benny,Madsen, Robert,Jorgensen, Morten
, p. 888 - 890 (2008/09/20)
(Chemical Equation Presented) Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba = dibenzylideneacetone, dppf = 1,1′-bis(diphenylphospanyl)ferrocene.
(2,7-Disubstituted-1,8-biphenylenedioxy)bis(dimethylaluminum) as Bidentate Organoaluminum Lewis Acids: Elucidation and Synthetic Utility of the Double Electrophilic Activation Phenomenon
Ooi, Takashi,Takahashi, Makoto,Yamada, Masao,Tayama, Eiji,Omoto, Kiyoyuki,Maruoka, Keiji
, p. 1150 - 1160 (2007/10/03)
A series of (2,7-disubstituted-1,8-biphenylenedioxy)bis(dimethylaluminum) (2) has been readily prepared in situ by treatment of the requisite 2,7-disubstituted-1,8-biphenylenediol (1) with Me3Al (2 equiv) in CH2Cl2 at room temperature; this primarily relies on the successful establishment of a new synthetic procedure of 1 starting from inexpensive m-anisidine. Evaluation of 2 as a bidentate organoaluminum Lewis acid has been performed by the reduction of ketonic substrates using Bu 3SnH as a hydride source in comparison to the conventional monodentate Lewis acid dimethylaluminum 2,6-xylenoxide (11), uncovering the significantly high activation ability of 2 toward carbonyl. Particularly, (2,7-dimethyl-1,8-biphenylenedioxy)-bis(dimethylaluminum) (2a) exerted the highest reactivity, which has also been emphasized in the Mukaiyama aldol reaction. The structure of the bidentate Lewis acid 2 was unambiguously determined by single-crystal X-ray diffraction analysis of 2g possessing a bulky 3,5-di-tert-butylphenyl substituent, revealing the rigid dimeric assembly in the solid state. The double electrophilic activation of carbonyl substrate by 2a has been supported by low-temperature 13C NMR analysis as well as theoretical study using the Gaussian 98 program. Moreover, unique stereoselectivity has been observed in the 2a-promoted Mukaiyama Michael addition, and highly chemoselective functionalization of carbonyl compounds in the presence of their acetal counterparts has been realized using 2a. Finally, the effectiveness of 2a for the activation of ether functionality has been demonstrated in the Claisen rearrangement of allyl vinyl ethers.
Effect of alteration of the heterocyclic nucleus of ILV on its isoform selectivity for PKC. Palladium catalyzed route to benzofuran analogues of ILV
Kozikowski,Ma,Du,Lewin,Blumberg
, p. 425 - 430 (2007/10/02)
A palladium catalyzed route for the preparation of several benzofuran analogues of the PKC activator indolactam V (ILV) is described together with the ability of these compounds to activate the isoforms of PKC. The benzofuran analogues of ILV are shown to activate PKC with a slightly different pattern of isotype selectivity than ILV or 7-n-octyl-ILV. Moreover, in an examination of the effect of stereochemistry at the C-14 center of the teleocidins on PKC binding activity, a clear preference for R-stereochemistry at the C-14 center was found, thus providing additional verification of previously published structural correlations between the families of PKC activators.
Effect of alteration of the heterocyclic nucleus of ILV on its isoform selectivity for PKC. Palladium-catalyzed route to benzofuran analogues of ILV
Kozikowski, Alan P.,Ma, Dawei,Du, Linh,Lewin, Nancy E.,Blumberg, Peter M.
, p. 6666 - 6672 (2007/10/02)
The discovery of isoform-selective modulators of protein kinase C (PKC) appears worthwhile in further defining the roles of the individual PKC isoforms in cell type-specific processes. In comparison with the phorbol esters, little information is available
