62048-33-3Relevant academic research and scientific papers
Chemoselective Cu-catalyzed synthesis of diverseN-arylindole carboxamides, β-oxo amides andN-arylindole-3-carbonitriles using diaryliodonium salts
Kumar Mehra, Manish,Malik, Monika,Kumar, Bintu,Kumar, Dalip
supporting information, p. 1109 - 1114 (2021/02/16)
Chemoselective copper-catalyzed synthesis of diverseN-arylindole-3-carboxamides, β-oxo amides andN-arylindole-3-carbonitriles from readily accessible indole-3-carbonitriles, α-cyano ketones and diaryliodonium salts has been developed. DiverseN-arylindole-3-carboxamides and β-oxo amides were successfully achieved in high yields under copper-catalyzed neutral reaction conditions, and the addition of an organic base (DIPEA) resulted in a completely different selectivity pattern to produceN-arylindole-3-carbonitriles. Moreover, the importance of the developed methodology was realized by the synthesis of indoloquinolones andN-((1H-indol-3-yl)methyl)aniline and by a single-step gram-scale synthesis of the naturally occurring cephalandole A analogue.
Synthesis of Indolo[2,3- c]quinolin-6(7 H)-ones and Antimalarial Isoneocryptolepine. Computational Study on the Pd-Catalyzed Intramolecular C-H Arylation
Szabó, Tímea,Papp, Marcell,Németh, Dóra Rita,Dancsó, András,Volk, Balázs,Milen, Mátyás
, p. 128 - 145 (2020/12/22)
The synthesis of variously substituted indolo[2,3-c]quinolin-6(7H)-ones was developed via Pd-catalyzed intramolecular C-H arylation. This method highlights a strategy for preparing indoloquinoline precursors bearing versatile functional groups and provide
Synthesis, structure-activity relationships and molecular modeling studies of new indole inhibitors of monoamine oxidases A and B
La Regina, Giuseppe,Silvestri, Romano,Gatti, Valerio,Lavecchia, Antonio,Novellino, Ettore,Befani, Olivia,Turini, Paola,Agostinelli, Enzo
experimental part, p. 9729 - 9740 (2009/04/06)
New monoamine oxidase inhibitors were synthesized as indole analogues of a previously reported pyrrole series. Several compounds were potent MAO-A (12, 17, 19-22, 31, 36, and 37) or MAO-B (14, 20, 24, 38, 44, and 46) inhibitors, and had Ki values in the nanomolar concentration range. In particular, 22 (Ki = 0.00092 μM, and SI = 68,478) was exceptionally potent and selective as MAO-A inhibitor. In molecular modeling studies, compounds 22, 24, 44, and 46 positioned the indole ring into an aromatic cavity of MAO-A, and established π-π stacking interactions with Tyr407, Tyr444, and FAD cofactor. However, only compound 22 was able to form hydrogen bonds with FAD, a finding which was in accordance with its potent anti-MAO-A activity. Conversely, 22/MAOB complex was highly unstable during the MD simulation.
The direct carbamoylation of organometallic reagents with 1,2,3- benzotriazole-1-carboxamides
Katritzky, Alan R.,Monteux, Daphne A.,Tymoshenko, Dmytro O.,Belyakov, Sergei A.
, p. 230 - 231 (2007/10/03)
Various (hetero)aromatic amides are synthesized efficiently by the carbamoylation of organometallic reagents.
Functionalisation of the Alkoxy Group of Alkyl Aryl Ethers. Demethylation, Alkylthiolation and Reduction of 5-Methoxyindoles
Caubere, Catherine,Caubere, Paul,Renard, Pierre,Bizot-Espiart, Jean-Guy,Ianelli, Sandra,et al.
, p. 13433 - 13448 (2007/10/02)
In the presence of AlX3-RSH three kinds of reactions may take place with 5-methoxy indoles: demethylation, alkylthiolation and reduction.The two latter reactions have never been observed to the present, with such reagents.Considerable improvement in the s
