2183-83-7Relevant academic research and scientific papers
Pd(0)-Catalyzed Direct Inter- And Intramolecular C-H Functionalization of 4-Carboxyimidazoles
Frippiat, Steven,Peresson, Antoine,Perse, Thibaut,Ramondenc, Yvan,Schneider, Cédric,Querolle, Olivier,Angibaud, Patrick,Poncelet, Virginie,Meerpoel, Lieven,Levacher, Vincent,Bischoff, Laurent,Baudequin, Christine,Hoarau, Christophe
supporting information, p. 1015 - 1021 (2020/06/17)
The palladium-catalyzed arylation and alkenylation of N -substituted methyl imidazole-4-carboxylates are described through inter- and intramolecular pathways. Both direct C2-H and C5-H arylation and alkenylation proceed under Pd(0)/Cu(I) cooperative catal
6,11-dihydro-5H-benzo[d]imidazo[1,2-a]azepines derivatives as histamine H4 receptor ligands
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Page/Page column 54; 73, (2016/03/06)
The present patent application concerns new ligands of the H4-receptor, their process of preparation and their therapeutic use.
Imidazole derivatives as PDE10A enzyme inhibitors
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Page/Page column 10, (2012/06/01)
This invention is directed to compounds, which are PDE10A enzyme inhibitors. The invention provides a pharmaceutical composition comprising a therapeutically effective amount of a compound of the invention and a pharmaceutically acceptable carrier. The pr
1-OXO-ISOINDOLINE-4-CARBOXAMIDE AND 1-OXO-1,2,3,4-TETRAHYDROISOQUINOLINE-5-CARBOXAMIDE DERIVATIVES, PREPARATION AND THERAPEUTIC USE THEREOF
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Page/Page column 13, (2010/08/08)
The present invention relates to derivatives of 1-oxo-isoindoline-4-carboxamides and of 1-oxo-1,2,3,4-tetrahydroisoquinoline-5-carboxamides, to the preparation thereof and to the therapeutic use thereof.
Intramolecular homolytic substitution at the sulfur atom: an alternative way to generate phosphorus- and sulfur-centered radicals
Carta, Paola,Puljic, Nicolas,Robert, Carine,Dhimane, Anne-Lise,Ollivier, Cyril,Fensterbank, Louis,Lac?te, Emmanuel,Malacria, Max
experimental part, p. 11865 - 11875 (2009/04/06)
Two efficient procedures involving tin hydride or thiophenol-mediated intramolecular homolytic substitution at the sulfur atom are reported. They lead to the generation of varied P(V)-centered radicals from the corresponding aryl or alkyne thiophosphorus substrates. The radical formed can be trapped by an olefin via an intermolecular addition, leading to the construction of C-P bonds. Thiophosphination of triple bonds was also achieved using a radical cycloisomerization process. Extension of the methodology to sulfur-containing species was examined.
Radical reactions with 3H-quinazolin-4-ones: Synthesis of deoxyvasicinone, mackinazolinone, luotonin A, rutaecarpine and tryptanthrin
Bowman, W. Russell,Elsegood, Mark R. J.,Stein, Tobias,Weaver, George W.
, p. 103 - 113 (2008/03/14)
Alkyl, aryl, heteroaryl and acyl radicals have been cyclised onto the 2-position of 3H-quinazolin-4-one. The side chains containing the radical precursors were attached to the nitrogen atom in the 3-position. The cyclisations take place by aromatic homolytic substitution hence retain the aromaticity of the 3H-quinazolin-4-one ring. The highest yields were obtained using hexamethylditin to facilitate cyclisation rather than reduction without cyclisation. The alkaloids deoxyvasicinone 2, mackinazolinone 3, tryptanthrin 4, luotonin A 5 and rutaecarpine 8 were synthesised by radical cyclisation onto 3H-quinazolin-4-one. This journal is The Royal Society of Chemistry.
Synthetic applications of aryl radical building blocks for cyclisation onto azoles
Allin, Steven M.,Bowman, W. Russell,Elsegood, Mark R.J.,McKee, Vickie,Karim, Rehana,Rahman, Shahzad S.
, p. 2689 - 2696 (2007/10/03)
2-(2-Bromophenyl)ethyl groups have been used as building blocks in radical cyclisation reactions onto azoles to synthesise tri- and tetra-cyclic heterocycles. 2-(2-Bromophenyl)ethyl methanesulfonate was used to alkylate azoles (imidazoles, pyrroles, indol
Aryl Radical Endo Cyclization of Enamidines. Selective Preparation of Trans and Cis Fused Octahydrobenzo[f]quinolines
Ripa, Lena,Hallberg, Anders
, p. 84 - 91 (2007/10/03)
Aryl radicals from N-protected 6-[2-(2-halophenyl)ethyl]-1,2,3,4-tetrahydropyridines and 6-[3-(2-halophenyl)propyl]-1,2,3,4-tetrahydropyridines undergo intramolecular cyclization onto the enamide/ enamidine double bond by 6-endo and 7-endo closure, respectively. In the 6-endo cyclization the trans/cis ratio of the formed N-protected octahydrobenzo[f]quinoline can be controlled, and selective synthesis of either the trans or the cis isomer can be achieved with triphenyltin hydride and tris(trimethylsilyl)silicon hydride, respectively. In the 7-endo cyclization to N-protected octahydro-1H-benzo[3,4]cyclohepta[1,2-b]pyridine, the trans fused isomer predominates, although the selectivity is low. The oxidized cyclization products, with a restored enamide/enamidine double bond, are formed at low concentrations of tris(trimethylsilyl)silicon hydride.
Intramolecular palladium-catalyzed aryl amination and aryl amidation
Wolfe, John P.,Rennels, Roger A.,Buchwald, Stephen L.
, p. 7525 - 7546 (2007/10/03)
Upon treatment with a palladium catalyst and a suitable base, aromatic halides undergo intramolecular substitution to form five, six, and seven-membered rings. In a similar fashion aryl halides with pendant amides or sulfonamides are cyclized to form five and six-membered rings.
Sequential hydrostannylation-cyclisation of δ- and ω-allenyl aryl halides. Cyclisation at the proximal carbon
Grigg, Ronald,Sansano, Jose M.
, p. 13441 - 13454 (2007/10/03)
Palladium catalysed hydrostannylation of (Bu3SnH, THF, O°C) of δ- and ω-allenyl aryl halides followed by mono- or bis-cyclisation (MeCN, 80°C) affords small (5-7), large (11-17) and spirocyclic rings in which cyclisation occurs at the proximal
