942-01-8Relevant articles and documents
Formal Aza-Diels?Alder Reactions of Spiroindolenines with Electronrich Dienes
Brambilla, Elisa,Leoni, Sara,Abbiati, Giorgio,Pirovano, Valentina,Rossi, Elisabetta
, p. 2440 - 2447 (2021)
Spiroindolenines were employed as cyclic imine substrates in formal aza-Diels?Alder reactions with Danishefsky's diene or silyloxy-substituted electron-rich dienes for the synthesis of the corresponding tetrahydropyrido[1,2-a]spiroindolinones. The reactions occur under mild conditions in the presence of ytterbium triflate as Lewis acidic catalyst delivering the desired compounds in good yield. The reaction results in the preparation of a small library of a new class of conformational constrained heterocyclic derivatives that easily undergo selective and efficient manipulations.
-
Golubev,Suvorov
, (1970)
-
13C NMR Chemical Shift Assignments for Some Carbazole Derivatives
Katritzky, Alan R.,Rewcastle, Gordon W.,Miguel, Luis M. Vazquez de,Wang, Zuoquan
, p. 347 - 350 (1988)
13C NMR chemical shift assignments have been made for a series of 1-substituted carbazoles, 8-substituted 1,2,3,4-tetrahydrocarbazoles, 1-substituted benzocarbazoles and 6-substituted dibenzocarbazoles.Single examples were examined of other classes of substituted carbazoles: 3-butylcarbazole and its tetrahydro precursor 6-butyl-1,2,3,4-tetrahydrocarbazole, 8-butyl- and 8,10-diethylbenzocarbazoles and their 5,6-dihydro precursors, dibenzocarbazole and its 5,6,7,8-tetrahydro precursor, benzocarbazole and its 6-chloro derivatives and 5,6-dihydrobenzocarbazole and 5,6,8,9-tetrahydrodibenzocarbazole and their N-methyl derivatives.In addition, the N-(1-pyrrolidinomethyl) derivatives of carbazole, 1,2,3,4-tetrahydrocarbazole, benzocarbazole and dibenzocarbazole were also studied.KEY WORDS 13C NMR Chemical shift assignments Carbazole derivatives.
-
Reynolds,Robinson
, p. 935,938 (1935)
-
Synthesis and evaluation of 2,3,4,9-tetrahydro-1H-carbazole derivatives as selective acetylcholinesterase inhibitors: Potential anti-Alzheimer's agents
Chopra, Dimple Sethi,Chugh, Rajan,Kukreja, Hitesh,Shah, Ramanpreet,Singh, Dhandeep,Singh, Jatinder,Singh, Mandeep,Singh, Nirmal
, p. 152 - 160 (2021/09/28)
Alzheimer's disease is an irreversible, progressive brain disorder that slowly destroys memory and cognition skills. Dysfunction of acetylcholine containing neurons in the brain contributes substantially to the cognitive decline observed in Alzheimer's disease. Hence, our focus is to synthesize cholinesterase inhibitors. A series (22 compounds) of 6- and 9-substituted derivatives of 2,3,4,9-tetrahydro-1H-carbazole have been prepared and in vitro evaluated for acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition by Ellman's method. By comparing selectivity with standard drug donepezil, amino derivative 3, methylamino derivative 4 and butyl nitro derivative 17 have been found to be selective AChE inhibitors. Borsche-Drechsel cyclization reaction has been carried out to synthesize 2,3,4,9-tetrahydrocarbazole ring followed by nitration, reduction and derivative synthesis.
Palladium-catalyzed dearomative allylation of indoles with cyclopropyl acetylenes: access to indolenine derivatives
Lu, Chuan-Jun,Chen, Yu-Ting,Wang, Hong,Li, Yu-Jin
, p. 635 - 644 (2021/02/06)
A palladium-catalyzed redox-neutral allylic alkylation of indoles with cyclopropyl acetylenes has been disclosed. Various 1,3-diene indolenine framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio- and stereoselectivities. The reaction could be further expanded to the dearomatization of naphthols to synthesize functionalized cyclohexadienones with 1,3-diene motifs. The reaction exhibited high atom economy and good functional group tolerance.
Synthesis of indoles through acceptorless dehydrogenative coupling catalyzed by nickel on silica-alumina
Charvieux, Aubin,Hammoud, Abdul Aziz,Duclos, Marie-Christine,Duguet, Nicolas,Métay, Estelle
supporting information, (2021/07/25)
The high atom-economical formation of indoles from anilines and diols was described with affordable and easy to handle Ni/SiO2-Al2O3. After optimization, 2,3-dimethylindole was isolated with an excellent 98% yield in neat conditions. The scope of the reaction was studied and 13 indoles were isolated in 16–80% yields.
