Sep 2021 News Awesome Chemistry Experiments For 26340-49-8

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Appropriate and fine-tuned treatments of amorphous carbon (AC) involving aqua regia or concentrated HNO3 lead to oxidised carbon materials (oAC) which are able to catalyse 2,2?- and 3,3?-homocouplings of various functionalised indoles with outstanding activity. This newly developed carbocatalysed Csp2-Csp2 bond formation can be achieved under mild thermal conditions. The study on the scope of the reaction revealed that the reaction can be extended to the homocoupling of other substrates of high synthetic interest such as 2-naphthol, 2-functionalised benzofurans and benzothiofurans. The characterisation of oAC with XPS together with ad hoc experiments aimed at blocking the active site revealed that the presence and distribution of C-O functionalities is critical and correlates well with the catalytic activity. Such experiments provide solid support for elucidation of the mechanism, suggesting a quinone nature of the active C-O groups, which are spontaneously regenerated by oxygen. This is confirmed by the fact that 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) is able to promote the coupling in a stoichiometric fashion.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 26340-49-8, name is 2-Iodo-1H-indole, introducing its new discovery. Recommanded Product: 26340-49-8

Total syntheses of (±)-debromoflustramine B and E and (±)-debromoflustramide B were accomplished using a common and versatile intermediate spirocyclic oxindole 14, which was concisely prepared through intramolecular Ullmann coupling and Claisen rearrangement from iodoindole 13 on a multigram scale.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, name: 2-Iodo-1H-indole, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 26340-49-8, Name is 2-Iodo-1H-indole, molecular formula is C8H6IN. In a Patent, authors is ,once mentioned of 26340-49-8

The invention relates to a wide absorption spectrum of 1, 3, 5, 7 – tetra-substituted phenyl – 2, 6 – double-(3 – substituted indolyl) nitrogen mixed fluorine boron glimmer derivatives of the molecular structure. Through the electronic donor fragment and electronic receptor fragment are alternately arranged in a pi – conjugated is introduced to the system having an excellent photoelectric nature of electronic receptor fragment nitrogen mixed fluorine boron glimmer, to synthesize novel indole – nitrogen mixed fluorine boron glimmer derivative dye. With the indole, nitrogen mixed fluorine boron glimmer and other common dye has significant advantages compared with the: dye absorption spectrum of wide, from the visible light region to the near-infrared light region, no apparent correlation between optical window; has low HOMO (- 5.2 to – 5.5 eV) and the LUMO (- 4.0 to – 4.4 eV) level, water and oxygen has better stability, or can be in the solar battery, light detector and other photoelectric device field with extensive use. (by machine translation)

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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A racemic synthesis of mersicarpine (1) was achieved by the Mizoroki-Heck reaction and a DIBALH-mediated reductive ring-expansion reaction. Based on a first-generation synthesis, a second-generation enantiocontrolled total synthesis of (-)-mersicarpine (1) was achieved by an 8-pot/11-step sequence in 21 % overall yield from commercially available 2-ethylcyclohexanone. Subjection of a ketoester, which was prepared by an asymmetric Michael addition (according to the protocol by d’Angelo and Desmaele), and phenylhydrazine to modified Fischer indole conditions provided a six-membered tricyclic indole. Benzylic oxidation and subsequent oxime formation provided a ketoxime, which was treated with diisobutylaluminum hydride (DIBALH) to construct the characteristic azepinoindole skeleton in good yield. In the DIBALH-mediated reductive ring-expansion reaction, gradually increasing the reaction temperature and in situ-protection of the nitrogen in an oxygen-sensitive azepinoindole with a benzyloxycarbonyl (Cbz) group were crucial for the high-yielding process. With these methodologies, the short-step and efficient synthesis of (-)-mersicarpine was accomplished. Several synthetic efforts are also described. Copyright

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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2-Iodobenzonitrile, its derivatives, and various heterocyclic analogues undergo palladium(O)-catalyzed annulation onto diarylacetylenes or bicyclic alkenes to afford 2,3-diarylindenones and polycyclic aromatic ketones in very good to excellent yields. This reaction represents one of the first examples of the addition of an organopalladium moiety to the carbon-nitrogen triple bond of a nitrile. The reaction is compatible with a number of functional groups. A reaction mechanism, as well as a model accounting for the electronic effects of substituents on the aromatic ring of the nitrile, is proposed.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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1-Azatriene cyclisation as a route to annelated pyrido[4,3-b]indoles

Derivatives of indole-3-carbaldehyde oxime have been prepared that bear a carbon-carbon double bond at C-2 and a five- or six-membered ring linking the alpha-carbon atom of the vinyl group and the indole nitrogen atom. Compound 9, with a five-membered ring linking the two atoms, failed to undergo a cyclisation reaction on heating. However the oximes 16 and 22, with a six-membered ring linking the two atoms, cyclised in boiling toluene. The cyclisation led to the formation of the pyridoindoles 17 and 18, respectively.

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Reference£º
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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To a solution of 6 (6.97 g, 28.68 mmol) in CH2Cl2 (96 mL) at 0 C was added methyl vinyl ketone(4.02 g, 57.35 mmol) and InCl3 (0.32 g, 1.45 mmol). The mixture was stirred at 0 C for 1 h and warmedto RT. After 3 h, the reaction mixture was quenched with sat. aq. NaHCO3 (80 mL) and extracted withCH2Cl2 (2 x 80 mL). The organic layers were combined, washed with brine (80 mL), dried over MgSO4,and concentrated in vacuo. The residue was purified by recrystallization from hexane/CH2Cl2 (5:1, 30mL) to afford 7 (7.38 g, 82% yield) as a light yellow crystal. The filtrate was concentrated in vacuo andthe residue was purified by flash chromatography (silica gel, hexane/AcOEt = 6:1) to afford 7 (0.75 g,8% yield) as a light yellow crystal. Keto indole 7 was prepared in total 90 % yield.

26340-49-8, The synthetic route of 26340-49-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Miyamoto, Hiroshi; Hirano, Tomohiro; Okawa, Yoichiro; Nakazaki, Atsuo; Kobayashi, Susumu; Tetrahedron; vol. 69; 45; (2013); p. 9481 – 9493;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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26340-49-8, To dry is added into the reactor 1, 3, 5, 7 – four (3, 5 – diiodosalicylic -4 – octoxy) phenyl nitrogen mixed fluorine boron glimmer (403.4 mg, 0 . 20 mmol), 3 – (2 – iodo) indole (145.8 mg, 0 . 60 mmol), copper acetate (109.0 mg, 0 . 60 mmol), 2, 2 – bipyridyl (15.6 mg, 50 mol %), tetrabutyl ammonium fluoride (104.6 mg, 0 . 40 mmol), 1, 2 – dichloroethane (0.5 ml), acetonitrile (0.5 ml), under the protection of nitrogen, in the 120 C reaction under the condition of 2 hours. Cooling to room temperature after the completion of reaction, adding 10 ml dichloromethane dilution, then diatomite filter in combination with 10 – 20 ml of dichloromethane washing, removal of the solvent under reduced pressure, the residue by silica gel column chromatography (eluant: gradient elution: ethyl acetate/petroleum ether/dichloromethane=1/10/1 – 1/6/1, v/v) separation and purification, after vacuum drying to have a metallic luster of the brown solid target product R1 For 4 – dimethylamino, R2 For the 5 – cyano, R3 For the 5, 7 – dimethyl -7 carboxyl substituted indole target product 274.9 mg, yield 55%.

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Reference£º
Patent; Sichuan University; Wu Di; Jiang Ruyong; You Jingsong; (10 pag.)CN107189488; (2017); A;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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26340-49-8, 2-Iodo-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of NaH (ca. 60wt%, 123 mg, 3.08 mmol) in THF (3 mL) at 0 C was added a solutionof 6 (500 mg, 2.06 mmol) in THF (4 mL). The reaction mixture was stirred at 0 C for 10 min and RTfor 15 min. A solution of TBSCl (466 mg, 3.09 mmol) in THF (3 mL) was added dropwise and thereaction mixture was heated to reflux for 2h. After cooling to RT, the reaction was quenched with H2O(20 mL) and extracted with AcOEt (3 x 30 mL). The organic layers were combined, dried over MgSO4,and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexane) toafford 2b (540 mg, 73% yield) as a light yellow oil.

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Reference£º
Article; Miyamoto, Hiroshi; Hirano, Tomohiro; Okawa, Yoichiro; Nakazaki, Atsuo; Kobayashi, Susumu; Tetrahedron; vol. 69; 45; (2013); p. 9481 – 9493;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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26340-49-8, 2-Iodo-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the solution of iodoindole 6 (200 mg, 0.82 mmol) in DMF (2.8 mL) at 0 C was added powderedKOH (70 mg, 1.24 mmol). The heterogeneous mixture was stirred at 0 C for 5 min and treated withBnBr (154 mg, 0.90 mmol). After stirring at 0 C for 10 min, the reaction mixture was diluted with Et2O(15 mL) and quenched with brain (10 mL). The layers were separated and the aqueous layer was6extracted with Et2O (1 x 15 mL). The organic layers were combined, dried over Na2SO4, andconcentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexane/AcOEt =50:1) to afford 2d (267 mg, 97% yield) as a white solid., 26340-49-8

The synthetic route of 26340-49-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Miyamoto, Hiroshi; Hirano, Tomohiro; Okawa, Yoichiro; Nakazaki, Atsuo; Kobayashi, Susumu; Tetrahedron; vol. 69; 45; (2013); p. 9481 – 9493;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles