25660-62-2Relevant academic research and scientific papers
Synthesis of Axially Chiral Olefin-Oxazoline Ligands via Pd-Catalyzed Multiple C-H Functionalization
Li, Ling-Jun,Chen, Jun-Jie,Feng, Chen-Fei,Li, Han-Yuan,Wang, Xing,Xu, Hui,Dai, Hui-Xiong
supporting information, p. 9169 - 9173 (2020/11/30)
We report herein the Pd-catalyzed oxazoline-directed C-H olefination of the N-arylindole skeleton, affording two diastereomers of axially chiral olefin-oxazoline ligands in a one-step procedure. Modifications at the 3- and 3′-positions were facilely achieved via electrophilic substitution of the indole fragment and subsequent oxazoline-directed C-H amidation or olefination of the arene fragment.
Palladium-catalyzed intramolecular C–H acylation of indoles with thioester
Liu, Min,Liu, Yu-Wen,Xu, Hui,Dai, Hui-Xiong
supporting information, (2019/09/04)
A palladium-catalyzed intramolecular C–H acylation of indole with thioester is described, providing a direct and effective approach for the synthesis of the biologically active indole-indolone scaffolds. The method obviates the need for the prefunctionalized starting materials including organometallic reagents, alkyl halides, and NHP esters in previous metal-catalyzed cross-coupling reaction with thioester. Substrates bearing sensitive halo groups are compatible in the reaction, leaving a functional handle for further structural elaborations.
Organic electroluminescent compound as well as preparation method and organic electroluminescent device thereof
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Paragraph 0076-0078; 0110-0112, (2019/09/17)
The invention relates to an organic electroluminescent compound as well as a preparation method and an organic electroluminescent device thereof. The organic electroluminescent compound has a structural formula shown by a chemical formula 1 as shown in the specification. The invention proposes a solution for introducing a novel pyrroloindole derivative. A high-quality organic electroluminescent material with excellent hole transporting capacity, high efficiency and long service life is obtained by introducing arylamine and the novel pyrroloindole derivative. The organic electroluminescent device prepared by using the organic electroluminescent compound provided by the invention as a hole transporting layer has a lower starting voltage by compared with that of the organic electroluminescentdevice prepared by using NPB as the hole transporting layer, the luminous efficiency is improved and the service life is significantly prolonged. The preparation method of the organic electroluminescent compound provided by the invention is simple and feasible, high in yield, and suitable for large-scale production.
Active manganese dioxide promoted cyclization of ortho-(1H-pyrrol-1-yl)aryl and heteroaryl carboxylic acids to 5H-pyrrolo[1,2-a][3,1]benzoxazin-5-one derivatives
Grande, Fedora,Brizzi, Antonella,Garofalo, Antonio,Aiello, Francesca
, p. 9951 - 9956 (2013/11/06)
The hitherto unknown lactone 5H-pyrrolo[1,2-a][3,1]benzoxazin-5-one and six of its substituted derivatives have been prepared by active manganese dioxide promoted oxidative cyclization of the corresponding 2-(1H-pyrrol-1-yl)benzoic acids, under mild conditions, in moderate yields. The method was successfully extended to the cyclization of some ortho-(1H-pyrrol-1-yl)heteroaryl carboxylic acids and 2-(1H-indol-1-yl)benzoic acids.
Thermal Ring Contraction of Dibenz[b,f]azepin-5-yl Radicals: New Routes to Pyrrolo[3,2,1-jk]carbazoles
Crawford, Lynne A.,McNab, Hamish,Mount, Andrew R.,Wharton, Stuart I.
, p. 6642 - 6646 (2008/12/22)
(Chemical Equation Presented) Flash vacuum pyrolysis (FVP) of N-allyl- or N-benzyldibenz[b,f]azepine at temperatures from 750 to 950°C gives pyrrolo[3,2,1-jk]carbazole as the major product. The mechanism of the ring contraction involves dibenzazepin-1-yl radical formation, followed by transannular attack and formation of a 2-(indol-1-yl)phenyl radical which cyclizes. The mechanism is supported by independent generation of 2-(indol-1-yl)phenyl radicals by two different methods, and the use of 1-(2-nitrophenyl)indole as a radical generator gives an optimized synthetic route to pyrrolo[3,2,1-jk]carbazole (54% overall yield in two steps from indole). The first substituted pyrrolo[3,2,1-jk]carbazoles have been synthesized by FVP methods and also by reactions of the parent compound with electrophiles, leading to a range of 4-substituted pyrrolocarbazoles.
Isoindolo[2,1-a]indol-6-one-a new pyrolytic synthesis and some unexpected chemical properties
Crawford, Lynne A.,Clemence, Nathan C.,McNab, Hamish,Tyas, Richard G.
experimental part, p. 2334 - 2339 (2009/02/02)
Isoindolo[2,1-a]indol-6-one 1 is formed by a sigmatropic shift-elimination-cyclisation cascade by flash vacuum pyrolysis (FVP) of methyl 2-(indol-1-yl)benzoate 7 at 950 °C. The dihydro compound 16 is easily obtained by catalytic reduction of 1, but the reaction is very sensitive to steric effects at the 11-position. Attempted ring-opening of 1 in basic methanol provides an equilibrium of isoindolo[2,1-a]indol-6-one 1 and the ester 19. Lithium aluminium hydride reduction of 1 provides the alcohol 22 which can be dehydrated to a mixture of 23 and 24 by FVP at 800-950 °C.
