3558-17-6Relevant academic research and scientific papers
One-pot synthesis of substituted indolo[1,2-a]quinolines under transition-metal-free conditions
Thanetchaiyakup, Adisak,Rattanarat, Hassayaporn,Chuanopparat, Nutthawat,Ngernmeesri, Paiboon
, p. 1014 - 1018 (2018)
A simple and efficient one-pot synthesis of substituted indolo[1,2-a]quinolines under transition-metal-free conditions has been developed. When 2-fluorobenzaldehyde was treated with substituted 2-methylindoles in the presence of Cs2CO3, the desired products were typically obtained in good to excellent yields. This reaction sequence involves a nucleophilic aromatic substitution and a Knoevenagel condensation reaction. Our mechanistic investigation revealed that both reactions could proceed as an intermolecular reaction in the first step.
EZH2 covalent irreversible inhibitor as well as preparation method and application thereof
-
Paragraph 0428; 0430-0431, (2021/08/14)
The invention discloses an EZH2 covalent irreversible inhibitor as well as a preparation method and application thereof. The EZH2 covalent irreversible inhibitor comprises a compound with a structure as shown in a formula (I) or a formula (II) or a salt t
Copper-catalyzed synthesis and anticancer activity evaluation of indolo[1,2-a]quinoline derivatives
Borwornpinyo, Suparerk,Chuanopparat, Nutthawat,Jearawuttanakul, Kedchin,Kanjanasirirat, Phongthon,Ngernmeesri, Paiboon,Rattanarat, Hassayaporn,Seemakhan, Sawinee,Thanetchaiyakup, Adisak
, (2021/09/14)
A simple and effective one-pot synthesis of substituted indolo[1,2-a]quinolines has been developed. The desired products were obtained in up to 98% yield when substituted 2-methyindoles were treated with 2-iodobenzaldehyde in the presence of Cs2CO3, CuI and L-proline. Our mechanistic study confirmed that the reaction sequence involved an intermolecular Knoevenagel reaction followed by an intramolecular Ullmann-type coupling reaction. Moreover, some of the synthesized compounds were found to be active against human breast (MCF-7) and colorectal (HCT-116) cancer cells with IC50 values of 27.96 μM and in the range of 6.21–46.91 μM, respectively.
ACETALS OF LACTAMS AND ACID AMIDES. 60. NOVEL APPROACH TO THE SYNTHESIS OF γ-CARBOLINES
Krichevskii, E. S.,Alekseeva, L. M.,Granik, V. G.
, p. 1235 - 1238 (2007/10/02)
N-Alkylation of 2-methyl-5-nitroindole followed by the Vilsmeyer reaction has given some 2-methyl-3-formyl-5-nitro-N-alkylindoles, which on reaction with DMF diethyl acetal afford 2-(β-dimethylamino)vinylindoles.Heating the latter with ammonia provided a novel synthesis of γ-carbolines.Condensation of 1,2-dimethyl-3-formyl-5-nitroindole with dimethylacetamide diethyl acetal gave 2-dimethylamino-6-nitro-9-methylcarbazole.
