28921-35-9Relevant articles and documents
[4+2] Annulation of 3-(2,2-diethoxyethyl)-1,3-dicarbonyl compounds with indoles catalyzed by Br?nsted acid ionic liquid for the synthesis of carbazoles
Du, Yuying,Xue, Wenyu,Gao, Ruoxuan,Gu, Yanlong,Han, Limin
, p. 4221 - 4225 (2018)
Various carbazoles were synthesized via [4+2] annulation of 3-(2,2-diethoxyethyl)-1,3-dicarbonyl compounds with indoles. A Br?nsted acid ionic liquid, [BPy]HSO4, was proven to be effective catalyst for this reaction. The ionic liquid catalyst can be recycled three times without significant loss of its catalytic activity.
Alkylation of methylene-active compounds with halo acetals and hydrolysis of the alkylation products
Ismailov,Yusubov,Sadykhova,Gasymov,Ibragimova,Mamedov
, p. 1390 - 1393 (2016)
A preparative procedure has been proposed for the alkylation of CH acids with halo acetals and hydrolysis of the alkylation products to furan derivatives and lactones.
Relay Catalysis of Bismuth Trichloride and Byproduct Hydrogen Bromide Enables the Synthesis of Carbazole and Benzo[α]carbazoles from Indoles and α-Bromoacetaldehyde Acetals
Wu, Fengtian,Huang, Wenbo,Yiliqi,Yang, Jian,Gu, Yanlong
, p. 3318 - 3330 (2018/08/01)
Benzo[α]carbazoles were synthesized from 2-phenylindoles and α-bromoacetaldehyde using bismuth trichloride as a catalyst. The reaction was triggered by a bismuth trichloride-catalyzed Friedel-Crafts alkylation of these two precursors, which provided a tryptaldehyde intermediate that underwent intramolecular olefination to form the final product. Interestingly, the HBr byproduct generated in the upstream step of the reaction catalyzed the following downstream reaction steps, thus creating a byproduct-participated relay catalytic process. Motivated by this mechanism, we developed a three-component reaction of indole, α-bromoacetaldehyde acetal, and 1,3-dicarbonyl compounds. This study offers a straightforward method for synthesizing substituted carbazoles. (Figure presented.).
Rhodium-catalyzed synthesis of 2,3 – Disubstituted N-methoxy pyrroles and furans via [3+2] cycloaddition between metal carbenoids and activated olefins
Kuruba, Bharath Kumar,Vasanthkumar, Samuel,Emmanuvel, Lourdusamy
, p. 3093 - 3098 (2017/05/08)
For the first time, we report the synthesis of 2-substituted N-alkoxy pyrrole 3-carboxylate and furan 3-carboxylate via Rh-catalyzed [3+2] cycloaddition between α-diazo oxime ether or α-diazo carbonyl compounds with vinyl equivalents in a one-pot process. We have demonstrated ethyl vinyl ether as well as vinyl acetate as vinyl equivalents and both were found to give excellent yields. We have also demonstrated the synthesis of N-alkoxy dihydropyrrole derivatives by carrying out the reaction at low temperature.
