123017-90-3Relevant academic research and scientific papers
First total synthesis of the 7-oxygenated carbazole alkaloids clauszoline-K, 3-formyl-7-hydroxycarbazole, clausine M, clausine N and the anti-HIV active siamenol using a highly efficient palladium-catalyzed approach
Krahl, Micha P.,Jaeger, Anne,Krause, Tilo,Knoelker, Hans-Joachim
, p. 3215 - 3219 (2006)
A short synthesis of the 7-oxygenated carbazole alkaloids clauszoline-K, 3-formyl-7-hydrocarbazole, clausine C, clausine M, clausine N and the anti-HIV active siamenol was investigated. The synthesis was performed using a convergent palladium-catalyzed co
Copper immobilized at a covalent organic framework: An efficient and recyclable heterogeneous catalyst for the Chan-Lam coupling reaction of aryl boronic acids and amines
Han, Yi,Zhang, Mo,Zhang, Ya-Qing,Zhang, Zhan-Hui
, p. 4891 - 4900 (2018/11/21)
A polyimide covalent organic framework (PI-COF) with high thermal and chemical stabilities has been readily prepared from commercially available and inexpensive reagents and was employed as an effective support for heterogeneous copper. It was demonstrated that the obtained Cu@PI-COF is a highly active heterogeneous catalyst which can effectively promote the Chan-Lam coupling reaction of aryl boronic acids and amines in an open flask without the aid of any base or additive. In addition, the catalyst could be readily recovered from the reaction mixture by simple filtration and reused for at least eight cycles without any observable change in structure and catalytic activity.
Tetradentate cyclometalated platinum complex containing 6-substituted carbazole and preparation method and application thereof
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Paragraph 0171; 0176; 0177, (2018/11/03)
The invention relates to the field of blue phosphorescent tetradentate cyclometalated platinum complexes and discloses a blue phosphorescent tetradentate cyclometalated platinum complex with 6-substituted carbazole and a preparation method and application thereof. The complex herein may be a delayed fluorescent and/or phosphorescent emitter, having the advantages of high thermo-decomposition temperature, great quantum effect, blue emission, narrow emission spectrum and the like; therefore, the complex has a great application prospect in the field of blue light material, particularly the fieldof deep blue phosphorescent materials.
A tuned bicyclic proazaphosphatrane for catalytically enhanced n-arylation reactions with aryl chlorides
Kim, So Han,Kim, Min,Verkade, John G.,Kim, Youngjo
, p. 1954 - 1960 (2015/03/18)
The N-arylation of various amines with aryl chlorides proceeded in good-to-excellent yields in the presence of P[N{(p-NMe2)C6H4CH2}CH2CH2]3N (1e, a new electron-rich proazaphosphatrane ligand) and small amounts of Pd2(dba)3 (dba = dibenzylideneacetone). This catalytic system was also very effective for the synthesis of carbazoles. An efficient palladium-catalyzed N-arylation reaction of amines under mild conditions with a tuned bicyclic proazaphosphatrane has been developed.
Stable nickel(0) phosphites as catalysts for C-N cross-coupling reactions
Kampmann, Sven S.,Sobolev, Alexandre N.,Koutsantonis, George A.,Stewart, Scott G.
supporting information, p. 1967 - 1973 (2014/07/07)
Herein we describe the design and preparation of inexpensive, air-stable nickel phosphite-based catalysts for use in the C-N cross-coupling reaction. The combination of nickel tetrakis(triphenyl phosphite) {Ni[P(OPh) 3]4} and 1,1'-bis(diphenylphosphino)ferrocene (dppf), and in particular a newly developed catalyst (dppf)Ni[P(OPh)3] 2, were found to be extremely effective in catalyzing a range of amination reactions of anilines and amines with aryl chlorides. This new catalyst system offers an alternative to the bis(cyclooctadienyl)nickel [Ni(COD)2] and palladium(0) catalysts commonly used for C-N bond formation.
Total synthesis of the cyclic monoterpenoid pyrano[3,2-a]carbazole alkaloids derived from 2-hydroxy-6-methylcarbazole
Gassner, Cemena,Hesse, Ronny,Schmidt, Arndt W.,Knoelker, Hans-Joachim
, p. 6490 - 6499 (2014/08/18)
The synthesis of seven pyrano[3,2-a]carbazole alkaloids has been achieved using their putative biogenetic precursor 2-hydroxy-6-methylcarbazole as key intermediate. the Partner Organisations 2014.
Arylation with unsymmetrical diaryliodonium salts: A chemoselectivity study
Malmgren, Joel,Santoro, Stefano,Jalalian, Nazli,Himo, Fahmi,Olofsson, Berit
supporting information, p. 10334 - 10342 (2013/09/02)
Phenols, anilines, and malonates have been arylated under metal-free conditions with twelve aryl(phenyl)iodonium salts in a systematic chemoselectivity study. A new "anti-ortho effect" has been identified in the arylation of malonates. Several "dummy groups" have been found that give complete chemoselectivity in the transfer of the phenyl moiety, irrespective of the nucleophile. An aryl exchange in the diaryliodonium salts has been observed under certain arylation conditions. DFT calculations have been performed to investigate the reaction mechanism and to elucidate the origins of the observed selectivities. These results are expected to facilitate the design of chiral diaryliodonium salts and the development of catalytic arylation reactions that are based on these sustainable and metal-free reagents. Copyright
Palladium-catalyzed synthesis of natural and unnatural 2-, 5-, and 7-oxygenated carbazole alkaloids from N-arylcyclohexane enaminones
Bautista, Rafael,Montoya, Pablo A.,Rebollar, Araceli,Burgueno, Eleuterio,Tamariz, Joaquin
, p. 10334 - 10351 (2013/10/22)
A palladium-catalyzed synthesis of the carbazole framework is described, including the preparation of 2-, 5-, and 7-oxygenated natural and unnatural carbazole alkaloids. A series of N-arylcyclohexane enaminones, generated by condensation of cyclohexane-1,3-dione with diverse anilines, were aromatized by a Pd(0)-catalyzed thermal treatment to afford the corresponding diarylamines. The latter were submitted to a Pd(II)-catalyzed cyclization and methylation processes to provide the desired carbazoles, including clausine V. Following an inverse strategy, a new and short total synthesis of glycoborine is also reported.
Palladium-catalyzed aerobic dehydrogenative aromatization of cyclohexanone imines to arylamines
Hajra, Alakananda,Wei, Ye,Yoshikai, Naohiko
supporting information, p. 5488 - 5491,4 (2012/12/12)
Dehydrogenative aromatization of cyclohexanone imines to arylamines has been achieved using a palladium catalyst under aerobic conditions. The reaction is applicable to a variety of imines that are either preformed or generated in situ from cyclohexanone derivatives and aryl or alkylamines.
Triaminophosphine ligands for carbon-nitrogen and carbon-carbon bond formation
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Page/Page column 29-30; 35, (2008/12/05)
Methods and compounds are provided for the formation of carbon-nitrogen or carbon-carbon bonds comprising reacting an amine or an aryl boronic acid with an aryl halide in the presence of a palladium catalyst, a base, and a compound of formula II:
