83629-95-2Relevant academic research and scientific papers
Transition-Metal-Free One-Pot Tandem Synthesis of 3-Ketoisoquinolines from Aldehydes and Phenacyl Azides
Prasad, Budaganaboyina,Phanindrudu, Mandalaparthi,Tiwari, Dharmendra Kumar,Kamal, Ahmed
, p. 12334 - 12343 (2019/10/14)
An efficient and transition-metal-free strategy for the synthesis of 3-keto-isoquinolines in one pot has been developed from the easily accessible 2-(formylphenyl)acrylates and phenacyl azides. Various substituted aldehydes and phenacyl azides were successfully employed in this transformation to furnish a variety 3-keto-isoquinolines in very good yields. A number of controlled experiments were conducted to postulate the reaction mechanism. Secondary functionalizations of 2-keto-isoquinolins were also performed to showcase the synthetic utility.
TETRAHYDROISOQUINOLINE COMPOUND
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Page/Page column 25, (2010/01/29)
The present invention relates a specific tetrahydroisoquinoline compound which is useful as a chemokine receptor type 3 (CCR3) antagonist, and a pharmaceutical composition comprising the same as an active ingredient. The tetrahydroisoquinoline compound of the present invention is useful for the treatment or prevention of a disease in which CCR3 participates.
Homochiral isoquinolines by lipase-catalysed resolution and their diastereoselective functionalisation
Guanti, Giuseppe,Riva, Renata
, p. 1185 - 1200 (2007/10/03)
Kinetic resolution of racemic isoquinoline alcohols and acetates has been successfully accomplished using lipases as chiral catalysts. The diastereoselective functionalisation of the isoquinoline moiety through the addition of C-nucleophiles to O-protected alcohol 9a in the presence of phenyl chloroformate has been carried out and dihydroquinolyl alcohol derivatives with high diastereomeric excess have been prepared.
Nouvelle voie de synthese d'isoidindolones et d'isoquinoleines par condensation d'iminophosphoranes avec l'ortho-phthalaldehyde: reactions, mecanismes et etude structurale
Aubert, Thierry,Farnier, Michel,Guilard, Roger
, p. 842 - 851 (2007/10/02)
The condensation of various iminophosphoranes with o-phthalaldehyde led directly to N-substituted isoindoline-1-ones and 3-acylisoquinolines.Three different mechanisms, depending on the nature of the iminophosphorane and reaction conditions, are proposed.All the compounds have been fully characterized, particularly by one- and two-dimensional nuclear magnetic resonance spectroscopy.
A NEW VERSATILE SYNTHESIS OF ISOQUINOLINES BY CONDENSATION OF IMINOPHOSPHORANES WITH o-PHTHALALDEHYDE
Aubert, T.,Farnier, M.,Hanquet, B.,Guilard, R.
, p. 1831 - 1838 (2007/10/02)
The 3-isoquinolyl ketones (2a-d) are obtained by a one-pot procedure involving condensation of o-phthalaldehyde with iminophosphoranes (1a-d) generated in situ from the corresponding organic azides.
Studies on Organometallic Compounds. III. Reaction of Trimethylstannylazines with Acyl Chlorides. A Novel C-C Bond Formation of Pyridine Nuclei
Yamamoto, Yutaka,Yanagi, Akihiko
, p. 2003 - 2010 (2007/10/02)
Introduction of an acyl group at the α-, β-, and γ-positions of pyridine nuclei was accomplished. 2-Trimethylstannyl-pyridine and -quinoline and 1-trimethylstannylisoquinoline directly reacted with various acyl chlorides to give the corresponding 2-pyridyl, 2-quinolyl, and 1-isoquinolyl ketones, respectively.Reaction of 3-trimethylstannylpyridine, -quinoline, and -isoquinoline with acyl chlorides proceeded smoothly under catalysis by PdCl2 or PdCl2(PPh3)2 to afford the corresponding ketones in good yields.Similary, 4-pyridyl, -quinolyl, and -isoquinolyl ketones were prepared from corresponding 4-trimethylstannyl derivatives and acyl chlorides.Keywords--trimethylstannylazine; palladium-catalyzed reaction; acylation; palladium dichloride; dichlorobis(triphenylphosphine)palladium(II)
