2397-26-4Relevant academic research and scientific papers
Investigations in 2,3′-biquinoline series 24. Synthesis of 3-hetarylquinolines and their 1,4-dihydro derivatives under conditions of the Vilsmeier reaction
Glushenko,Goncharov,Aksenov
, p. 973 - 978 (2008)
Methods have been developed for the synthesis of 2,3′-biquinolines, their 1′,4′-dihydro derivatives, 3-pyrid-2-ylquinolines, and 3-pyrazin-2-ylquinoline based on the interaction of hetarylethylenes and vinyl butyl ether with imidoyl chlorides and Vilsmeie
Frustrated Lewis Pair Catalyzed Hydrogenation of Amides: Halides as Active Lewis Base in the Metal-Free Hydrogen Activation
Sitte, Nikolai A.,Bursch, Markus,Grimme, Stefan,Paradies, Jan
supporting information, p. 159 - 162 (2019/01/04)
A method for the metal-free reduction of carboxylic amides using oxalyl chloride as an activating agent and hydrogen as the final reductant is introduced. The reaction proceeds via the hydrogen splitting by B(2,6-F2-C6H3)3 in combination with chloride as the Lewis base. Density functional theory calculations support the unprecedented role of halides as active Lewis base components in the frustrated Lewis pair mediated hydrogen activation. The reaction displays broad substrate scope for tertiary benzoic acid amides and α-branched carboxamides.
A One-Pot Synthesis of Highly Functionalized Purines
Zelli, Renaud,Zeinyeh, Wa?l,Haudecoeur, Romain,Alliot, Julien,Boucherle, Benjamin,Callebaut, Isabelle,Décout, Jean-Luc
supporting information, p. 6360 - 6363 (2017/12/08)
Highly substituted purines were synthesized in good to high yields through a one-pot straightforward metal-free scalable method, using the Traube synthesis adapted to Vilsmeier-type reagents. From 5-amino-4-chloropyrimidines, new 9-aryl-substituted chloropurines and intermediates for peptide nucleic acid synthesis were prepared. Variant procedures allowing a rapid synthesis of ribonucleosides and 7-benzylpurine from 5-amidino-6-aminopyrimidines are also reported to illustrate the high potential of this versatile toolbox. This route appears to be particularly interesting in the field of nucleic acids for a direct and rapid access to various new 8-alkylpurine nucleosides.
Synthesis and Crystal Structures of Stable 4-Aryl-2-(trichloromethyl)-1,3-diaza-1,3-butadienes
Seballos-Resendiz, Arturo,Lechuga-Eduardo, Harim,Barroso-Flores, Joaquín,Martinez-Otero, Diego,Romero-Ortega, Moises
, p. 2205 - 2212 (2016/07/15)
A simple and convenient method to generate 4-aryl-substituted 1H-2-(trichloromethyl)-1,3-diaza-1,3-butadienes from aryl(chloro)methaniminium salts (best known as Vilsmeier-Haack reagents) and trichloroacetamidine has been developed. These 4-aryl-1H-1,3-di
Polycyclic N-heterocyclic compounds. Part 86: Synthesis and evaluation of antiplatelet aggregation activity of 2,4-disubstituted 9-chloro-5,6-dihydropyrimido[5,4-d]benzazepine and related compounds
Okuda, Kensuke,Takarada, Shigeki,Hirota, Takashi,Sasaki, Kenji
, p. 780 - 792 (2015/05/13)
Libraries of tricyclic 2-substituted 4-alkylamino-9-chloro-5,6-dihydropyrimido[5,4-d]benzazepines and tetracyclic 12-substituted 8-chloro-1,2,5,6-tetrahydro-4H-imidazo[1',2':1,6]pyrimido[5,4-d]benzazepines were synthesized as part of our research to develop new effective antiplatelet drugs. Several alkyl and aryl groups were used as substituents at the 2-position. Evaluation of the effects of the newly synthesized compounds on collagen-induced platelet aggregation revealed several promising antiplatelet candidates with potencies superior to aspirin.
Polycyclic N-heterocyclic compounds. Part 75: Synthesis of 2,4-disubstituted 5,6-dihydro[1]benzoxepino[5,4-d]pyrimidines and 12-substituted 1,2,4,5-tetrahydro[1]benzoxepino[4,5-e]imidazo[1,2-c]pyrimidines as potential antiplatelet aggregators
Okuda, Kensuke,Yamamoto, Yuko,Hirota, Takashi,Sasaki, Kenji
, p. 972 - 981 (2014/08/05)
Libraries of tricyclic 2-substituted 4-alkylamino-5,6-dihydro[1] benzoxepino[5,4-d]pyrimidines and tetracyclic 12-substituted 1,2,4,5-tetrahydro[1]benzoxepino[4,5-e]imidazo[1,2-c]pyrimidines were synthesized as part of our research to develop new effectiv
Syntheses of 4-substituted 2-(trichloromethyl)quinazolines under mild conditions by benzyne [4+2] cycloaddition
Lechuga-Eduardo, Harim,Olivo, Horacio F.,Romero-Ortega, Moises
, p. 5910 - 5913 (2015/03/30)
An experimentally simple and convenient synthesis of 4-susbstituted 2-(trichloromethyl)quinazolines by cycloaddition of benzyne with 2-(trichloromethyl)-1,3-diazabutadienes was developed. The 2-(trichloromethyl)-1,3-diazabutadienes (R1 = H and Me) were prepared from trichloroacetamidine and the appropriate N,N-dimethylamide dimethyl acetal or from trichloroacetamidine and a Vilsmeier-Haack reagent containing an aryl group.
Improved Synthesis of Asymmetrical Substituted 1 H-1,2,4-Diazaphospholes
Liu, Qiaoyun,Wu, Jing,Li, Junfei,Wang, Junwen,Zheng, Wenjun,Roesky, Herbert W.
supporting information, p. 1455 - 1466 (2015/10/29)
The reaction of tris(trimethylsilyl)phosphine and a mixture of two different N,N-dimethylalkylamides (1a,b), followed by the treatment with dry hydrazine in situ, resulted in seven asymmetrical 3,5-disubstituted 1H-1,2,4-diazaphospholes (3a-g). Compounds
Synthesis and characterization of novel carbene complexes of phosphorus(V) fluorides with potential liquid-crystalline properties
Pajkert, Romana,B?ttcher, Tobias,Ponomarenko, Maksym,Bremer, Matthias,R?schenthaler, Gerd-Volker
, p. 8943 - 8951 (2013/09/23)
A series of novel push-push I and push-pull II carbene-stabilized complexes of phosphorus(V) fluorides bearing substituents with liquid-crystalline properties were synthesized by the oxidative addition of difluoroamines to phosphorus(III) halides. These octahedral complexes were characterized by NMR spectroscopy and X-ray analysis.
Methods of Synthesizing a Levodopa Ester Prodrug
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Page/Page column 5, (2010/05/13)
Methods of synthesizing a levodopa ester prodrug, salts thereof, and synthetic intermediates thereof are disclosed.
