Tag: M.W=250-300

Do, Ha Nam published the artcileEfficient Copper-Catalyzed Synthesis of Carbazoles by Double N-Arylation of Primary Amines with 2,2′-Dibromobiphenyl in the Presence of Air, Category: isoxazole, the publication is Synlett (2021), 32(6), 611-615, database is CAplus.

An efficient Cu-catalyzed synthesis of carbazole derivatives is reported, which proceeds by double C-N coupling reactions of 2,2′-dibromobiphenyl and amines in the presence of air. The reaction is robust, proceeds in high yields, and tolerates a series of amines including neutral, electron-rich, electron-deficient aromatic amines and aliphatic amines.

Synlett published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Category: isoxazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Riedmueller, Stefan published the artcilePalladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole, the publication is Beilstein Journal of Organic Chemistry (2013), 1202-1209, database is CAplus and MEDLINE.

A direct synthesis of N-(aryl)carbazole derivatives was carried out by a palladium-catalyzed amination of cyclic iodonium salts with aniline derivatives In particular, electron-poor aniline derivatives reacted smoothly with only 5 mol% of palladium acetate [Pd(OAc)₂] as a catalyst to give the desired products in up to 71% yield. Furthermore, the reactivity of cyclic iodonium salts is compared with the reactivity of the corresponding cyclic bromonium analogs. The synthesis of the target compounds was achieved by a reaction of dibenziodolium trifluoromethanesulfonate (I) with amines, such as benzenamine derivatives, tert-butylamine, etc. The reactivity of dibenzobromolium trifluoromethanesulfonate was also investigated. The title compounds thus formed included (3,5-difluorophenyl)-9H-carbazole (II) and related substances.

Beilstein Journal of Organic Chemistry published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Bhanuchandra, M. published the artcileTransition-Metal-Free Synthesis of Carbazoles and Indoles by an S_NAr-Based “Aromatic Metamorphosis” of Thiaarenes, Synthetic Route of 57103-14-7, the publication is Angewandte Chemie, International Edition (2015), 54(35), 10234-10238, database is CAplus and MEDLINE.

Dibenzothiophene dioxides, e.g. I, which are readily prepared through oxidation of the parent dibenzothiophenes, undergo nucleophilic aromatic substitution with anilines RNH₂ (R = Ph, 4-MeC₆H₄, 4-H₂C:CHC₆H₄, 2,4,6-Me₃C₆H₂, 1,3-benzodioxol-5-yl, etc.) intermolecularly and then intramolecularly to yield the corresponding carbazoles, e.g. II, in a single operation. The “aromatic metamorphosis” of dibenzothiophenes into carbazoles does not require any heavy metals. This strategy is also applicable to the synthesis of indoles. Since electron-deficient thiaarene dioxides exhibit interesting reactivity, which is not observed for that the corresponding electron-rich azaarenes, a combination of a thiaarene-dioxide-specific reaction with the S_NAr-based aromatic metamorphosis allows transition-metal-free construction of difficult-to-prepare carbazoles.

Angewandte Chemie, International Edition published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Synthetic Route of 57103-14-7.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Korsakov, M. K. published the artcileA new method for synthesis of atomoxetine and its interaction with azole-containing sulfonyl chlorides, Application of 5-(3-Methylisoxazol-5-yl)thiophene-2-sulfonyl chloride, the publication is Zhurnal Organichnoi ta Farmatsevtichnoi Khimii (2013), 11(4), 38-41, database is CAplus.

A new approach to the synthesis of atomoxetine using the methods of enzymic catalysis has been developed; the interaction of atomoxetine with a number of azole-containing heterocyclic sulfochlorides has been studied. The carbonyl group of 3-chloro-1-phenyl-propane-1-one was region-specifically reduced with NADPH-dependent carbonylreductase (SSCR) in phosphate buffer solution In Mitsunobu reaction with o-methylphenol the inversion of the final product configuration takes place and [R]-1-(3-chloro-1-phenypropoxy)-2-methylbenzene is formed. Its further treatment with methylamine results in the base of atomoxetine, which may be isolated from the solution as a chloride. In order to develop the novel biol. active compounds the series of sulfonyl chlorides with oxazole and isoxazole substituents were reacted with atomoxetine. The sulfonamides obtained fully comply with all criteria for the mols. – candidates for the biomedical study.

Zhurnal Organichnoi ta Farmatsevtichnoi Khimii published new progress about 1282218-14-7. 1282218-14-7 belongs to isoxazole, auxiliary class Thiophene,Isoxazole,Chloride,Sulfonyl chlorides, name is 5-(3-Methylisoxazol-5-yl)thiophene-2-sulfonyl chloride, and the molecular formula is C8H6ClNO3S2, Application of 5-(3-Methylisoxazol-5-yl)thiophene-2-sulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Liu, Xiaobing published the artcilePalladium-catalyzed C-H bond activation for the assembly of N-aryl carbazoles with aromatic amines as nitrogen sources, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(11), 1665-1668, database is CAplus and MEDLINE.

A convenient and efficient palladium-catalyzed C-H bond activation for the assembly of N-aryl carbazoles I (Ar = 4-methylphenyl, 3-fluorophenyl, naphthalen-2-yl, etc.; R¹ = H, 2-OCH₃, 4-CH₃, etc.; R² = H, CH₃, Cl, CF₃, OCF₃, CO₂CH₃), including 7-phenyl-7H-benzofuro[2,3-b]carbazole and 9-phenyl-9H-pyrido[3,4-b]indole is reported, in which two C-N bonds were formed under one set of conditions. The desired carbazoles I were achieved in decent yields with a wide substrate scope by utilizing readily available 2-iodo biphenyls 2-I-4-R²C₆H₄ R¹C₆H₄ and aromatic amines ArNH₂ as starting materials.

Chemical Communications (Cambridge, United Kingdom) published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Mallick, Sudesh published the artcileOxidative Coupling of Carbazoles: A Substituent-Governed Regioselectivity Profile, Synthetic Route of 57103-14-7, the publication is Journal of Organic Chemistry (2019), 84(1), 73-93, database is CAplus and MEDLINE.

Oxidative C-C coupling of carbazoles possessing various substituents is demonstrated in the presence of organic (metal-free) recyclable oxidants, such as DDQ or CA/H⁺, for accessing bicarbazole regioisomers. Differently substituted carbazoles are examined to showcase regioselective discrimination (3,3′- vs. 1,3′-bicarbazoles) and preferences based on sterics and electronics in oxidative coupling. Finally, a mechanism that involves the carbazole radical cation has been traced (evidenced) and proposed on the basis of the UV-vis-NIR absorption and EPR spectroscopy results. This study underlines the strategic chem. preparation of a series of bicarbazoles in an efficient manner.

Journal of Organic Chemistry published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Synthetic Route of 57103-14-7.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Zhu, Daqian published the artcileSynthesis of carbazoles via one-pot copper-catalyzed amine insertion into cyclic diphenyleneiodoniums as a strategy to generate a drug-like chemical library, HPLC of Formula: 57103-14-7, the publication is Advanced Synthesis & Catalysis (2013), 355(11-12), 2172-2178, database is CAplus.

This work showed that diversified carbazoles could be efficiently obtained from a single cyclic diphenyleneiodonium under mild conditions. The reactions catalyzed by Cu(OAc)₂ provided a variety of carbazoles in modest to good yields with a broad range of amines including anilines, aliphatic amines and sulfonamides. Moreover, one of the obtained carbazoles displayed an outstanding ability to protect HT-22 neuronal cells from the damage induced by neurotoxins glutamate and homocysteic acid.

Advanced Synthesis & Catalysis published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C7H5Cl2NO, HPLC of Formula: 57103-14-7.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Tao, Sheng published the artcileOne-pot two-step synthesis of N-arylcarbazole-based skeleton, Application In Synthesis of 57103-14-7, the publication is RSC Advances (2016), 6(49), 43250-43260, database is CAplus.

A highly site-selective, one-pot, sequential C-N and C-C bond forming process was developed, affording a carbazole-based skeleton that contains biphenyl and diarylacetylene cores. The success of this process was attributed to the use of fluorinated iodoarenes as the starting material, the fluorine group of which preferentially reacted with carbazole. The subsequent coupling of the intermediate iodinated N-arylcarbazole with arylboronic acid or arylacetylene produced the desired products. The intermediate underwent a Pd-catalyzed Ullmann coupling with excess fluorinated iodoarenes in the absence of arylboronic acid or arylacetylene, resulting in Ullmann coupling products in a one-pot process.

RSC Advances published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C15H21BO2, Application In Synthesis of 57103-14-7.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Chen, Fei published the artcileCopper/β-diketone-catalysed N-arylation of carbazoles, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole, the publication is RSC Advances (2015), 5(64), 51512-51523, database is CAplus.

A wide range of aryl iodides RC₆H₄I (R = H, 4-Cl, 3-CH₃, 2-Br, etc.) and carbazoles I [R¹ = H, 3-C(CH₃)₃, 3-Br, 2-Br; R² = H, 6-C(CH₃)₃, 7-Br, 6-Br] can be coupled to generate N-arylcarbazoles II in the presence of copper-catalyst. Several com. available ligands such as β-diketone and diamine, are tested in the N-arylation of carbazoles I. The catalytic system generated in situ from an inexpensive copper salt, simple β-diketone and inorganic base efficiently N-arylated the carbazoles I. However, the sterically hindered effect of aryl iodides is evident in this catalytic system. The selectivity of two iodine atoms on the aromatic ring of diiodobenzene R³C₆H₄I (R³ = 4-I, 3-I, 1-Br-2-F) is evaluated in the developed catalytic system. Results showed that the selectivity of diiodobenzene can be tuned by the reaction temperature

RSC Advances published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C18H12FN, Recommanded Product: 9-(4-Fluorophenyl)-9H-carbazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Wei, Bin published the artcileStable, Glassy, and Versatile Binaphthalene Derivatives Capable of Efficient Hole Transport, Hosting, and Deep-Blue Light Emission, Synthetic Route of 57103-14-7, the publication is Advanced Functional Materials (2010), 20(15), 2448-2458, database is CAplus.

Organic light-emitting diodes (OLEDs) have great potential applications in display and solid-state lighting. Stability, cost, and blue emission are key issues governing the future of OLEDs. The synthesis and photoelectronics of 3 kinds of binaphthyl (BN) derivatives are reported. BN_1-3 are melting-point-less and highly stable materials, forming very good, amorphous, glass-like films. They decompose at temperatures ≤485-545°. At a constant c.d. of 25 mA cm^-2, an ITO/BN₃/Al single-layer device has a much-longer lifetime (>80 h) than that of an ITO/NPB/Al single-layer device (8 h). Also, the lifetime of a multilayer device based on BN₁ is longer than a similar device based on NPB. BNs are efficient and versatile OLED materials: they can be used as a hole-transport layer (HTL), a host, and a deep-blue-light-emitting material. This versatility may cut the cost of large-scale material manufacture More importantly, the deep-blue electroluminescence (emission peak at 444 nm with CIE coordinates (0.16, 0.11), 3.23 cd A^-1 at 0.21 mA cm^-2, and 25200 cd m^-2 at 9 V) remains very stable at very high current densities up to 1000 mA cm^-2.

Advanced Functional Materials published new progress about 57103-14-7. 57103-14-7 belongs to isoxazole, auxiliary class Fused Tricycles,Carbazoles, name is 9-(4-Fluorophenyl)-9H-carbazole, and the molecular formula is C9H8BClN2O2, Synthetic Route of 57103-14-7.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem