Category: 101420-79-5

Martinez-Lara, Fernando published the artcileStraight access to highly fluorescent angular indolocarbazoles via merging Au- and Mo-catalysis, COA of Formula: C7H3IN2O2, the publication is Organic Chemistry Frontiers (2020), 7(14), 1869-1877, database is CAplus.

A straightforward and efficient synthesis of the two less explored types of indolocarbazoles I (R¹, R² = Me, Ph; R³ = H, F, Cl, MeO, CF₃, CN) and II [R⁴-R⁶ = Me, Ph; R⁵R⁶ = (CH₂)₄] has been developed. Two different processes for the carbazole nucleus preparation, a gold-catalyzed regioselective cyclization followed by the dioxomolybdenum-catalyzed version of Cadogan reductive cyclization, enables the sequential construction of two carbazole cores. The procedure features total regioselectivity and high overall yields. The required starting α-indol-3-ylalkyl propargylic alcs. are easily and efficiently accessed from com. available reagents. In addition, the photoluminescent properties of two indolo[2,3-c]carbazoles I (R¹ = Me; R² = Me, Ph; R³ = H), with fluorescence quantum yields around 0.7, have been studied.

Organic Chemistry Frontiers published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, COA of Formula: C7H3IN2O2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Zhang, Guangyu published the artcileDiverse and chemoselective sigmatropic shift rearrangements of multisubstituted N,O-diarylhydroxylamines, COA of Formula: C7H3IN2O2, the publication is Organic & Biomolecular Chemistry (2022), 20(27), 5470-5480, database is CAplus and MEDLINE.

Possible N/O[1,3] sigmatropic shift rearrangements of multisubstituted N,O-diarylhydroxylamines were investigated exptl. with rationally designed substrates, which were generally in situ prepared from suitable nitroaryl halides and N-arylhydroxylamines via aromatic nucleophilic substitution. The results indicate that both N- and O-(2,4,6-trimethylphenyl)hydroxylamines still favor the [3,3] sigmatropic shift followed by tautomerization rather than N[1,3] and O[1,3] sigmatropic shifts and the rearranged products of N-(2,4,6-trimethylphenyl)hydroxylamines further undergo an intramol. nucleophilic addition to afford dibenzo[b,d]furan-4a(9bH)-amine derivatives I [R = H, NO₂; EWG = NO₂, CN], while N-(4-mono- and 3,5-disubstituted phenyl)-O-(2,4,6-trinitrophenyl)hydroxylamines favorably first undergo the O[1,3] sigmatropic shift followed by tandem Smiles rearrangement and amide/ester exchange reactions, generating 2-arylaminoaryl benzoate derivatives N-Phenyl-O-(2,4,6-trinitrophenyl)hydroxylamines undergo tandem double O[1,3] sigmatropic shift rearrangement to produce formal O[1,5] shift products. However, O-(2,6-dinitrophenyl)-N-(4-substituted phenyl)hydroxylamines undergo tandem O[1,3] and double [3,3] sigmatropic shift rearrangements to give formal 3,5-shift products. The proposed mechanism was rationalized by d. functional theory (DFT) calculations The current investigation provided not only a comprehensive understanding of the chemoselective sigmatropic shift rearrangements of N,O-diarylhydroxylamines, but also some novel synthetic strategies for dibenzo[b,d]furanamines, diarylamines, diaryl ethers, 2′-amino-[1,1′-biphenyl]-2(1H)-one, and 2′-amino-[1,1′-biaryl]-4-ol derivatives

Organic & Biomolecular Chemistry published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C10H10O2, COA of Formula: C7H3IN2O2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Rassadin, Valentin A. published the artcileSynthesis of benzannulated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides, SDS of cas: 101420-79-5, the publication is Beilstein Journal of Organic Chemistry (2017), 1932-1939, database is CAplus and MEDLINE.

A new and efficient approach to five- and six-membered benzannulated sultams I [R = H, Me, 4-MeOC₆H₄CH₂; R¹ = H, Me, Cl, CO₂Me, CO₂Et; R² = H, OMe, CN; n = 0, 1] by intramol. C-arylation of tertiary 1-(methoxycarbonyl)methanesulfonamides under palladium catalysis was described. In case of the α-toluenesulfonamide derivative, an unexpected formation of a 2,3-diarylindole was observed under the same conditions. The 4-methoxybenzyl group was a suitable protective group for the sultam synthesis since it was stable under the reaction conditions and could be easily removed by acidolysis with trifluoroacetic acid.

Beilstein Journal of Organic Chemistry published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, SDS of cas: 101420-79-5.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Dhote, Pawan S. published the artcileInterrupting the [Au]-Catalyzed Nitroalkyne Cycloisomerization: Trapping the Putative α-Oxo Gold Carbene with Benzo[c]isoxazole, Application In Synthesis of 101420-79-5, the publication is Organic Letters, database is CAplus and MEDLINE.

The [Au]-catalyzed nitroalkyne cycloisomerization of 2-alkynylnitrobenzenes such as 2-O₂NC₆H₄CCEt leading to anthranils has been interrupted by possible trapping of the postulated intermediate α-oxo gold carbene with an external nucleophile such as a benzo[c]isoxazole (anthranil). At the outset, this provides a simple synthesis of highly functionalized 3-acyl-(2-formylphenyl)-2H-indazoles such as I with the sequential C-O, C-N, and N-N bond formations. This provides indirect support for the existence of α-oxo gold carbenes in the [Au]-catalyzed internal redox processes of nitroalkynes.

Organic Letters published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, Application In Synthesis of 101420-79-5.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Vlasov, Vladislav M. published the artcileSubstituent effects in substrates on activation parameters in the bimolecular nucleophilic reactions in solution, Recommanded Product: 4-Iodo-3-nitrobenzonitrile, the publication is New Journal of Chemistry (2010), 34(12), 2962-2970, database is CAplus.

Changes of the activation parameters, ΔH^{â‰?/sup> and ΔSâ‰?/sup>, in the S_N2, S_NAr and acyl-transfer reactions with charged and neutral nucleophiles in various solvents were correlated with σ constants of the substituents in the aromatic ring of the substrates. The resultant δΔHâ‰?/sup> and δΔSâ‰?/sup> reaction constants are linearly related for variations of substituents at the substrate. Correlation of δΔHâ‰?/sup> vs. δΔSâ‰?/sup> allows one to estimate the contribution of changes of the internal enthalpy, δΔHâ‰?/sup>_int, to the enthalpy reaction constant, δΔHâ‰?/sup>, which gives a single linear dependence on the Hammett ρ reaction constants for all bimol. nucleophilic reactions. The deviations from dependence of δΔHâ‰?/sup>_int vs. ρ can be interpreted in terms of changes of the transition state structure or reaction mechanism. The results obtained show that the substituent effects in the substrates and nucleophiles on the charge development in the transition state are governed by the magnitude of δΔHâ‰?/sup>_int.}

New Journal of Chemistry published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C6H3FN2, Recommanded Product: 4-Iodo-3-nitrobenzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Vlasov, Vladislav M. published the artcileSimple method for determining of the isokinetic temperature value for the S_NAr reactions in solution, Application of 4-Iodo-3-nitrobenzonitrile, the publication is Journal of Physical Organic Chemistry (2018), 31(1), n/a, database is CAplus.

The changes of the free energy of activation δΔG^{â‰?/sup>_exp and the activation entropy δΔSâ‰?/sup> in the framework of the isokinetic relationship δΔGâ‰?/sup>_exp vs. (T_iso – T_exp) δΔSâ‰?/sup> were explored quant. to predict the isokinetic temperature T_iso for the aromatic nucleophilic substitution reactions in solution}

Journal of Physical Organic Chemistry published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C13H13N, Application of 4-Iodo-3-nitrobenzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Miller, Joseph published the artcileThe S_N mechanism in aromatic compounds. XXII. The activating power of para CHO and CN groups, SDS of cas: 101420-79-5, the publication is Journal of the American Chemical Society (1957), 93-5, database is CAplus.

cf. C.A. 51,264g. The rate constants (k₂ × 10⁵ l./mole sec.) for the reactions of a number of 4-substituted 1-iodo-2-nitrobenzenes (I) with NaN₃ (both 0.05M) in MeOH were determined at various temperatures (substituent of I, rate constants at the indicated temperature in parentheses, and activation energy in kcal. given): H, 93.2, 98.2 (131.6°), 335 (150.0°), 570 (155.5°), 693 (157.5°), 1050 (166.1°), 24.7; CHO (m. 141°), 16.7, 17.0 (52.4), 62.1, 62.8 (64.0°), 390, 396, 400 (82.4°), 24.25; CN (m. 133.5°), 15.3 (44.95°), 25.9 (49.85°), 118, 119 (66.0°), 757 (86.1°), 774 (96.2°), 21.5; NO₂, 19.0 (20.05°), 90.6, 92.0 (35.25°), 226 (44.25°), 856, 889 (59.3°), 18.95. The same data were determined for the reaction of I with KSCN in MeOH: Ac, 21.5, 22.2 (110.6°), 89.6 (131.3°), 91.6 (131.4°), 137, 140 (137.8°), 21.3; CHO, 23.3 (100.4°), 25.0 (100.5°), 558, 564 (110.7°), 236 (131.4°), 240 (131.6°), 21.85; CN, 9.48, 10.2 (82.0°), 28.6, 39.0 (100.3°), 357 (131.2°), 392 (131.6°), 21.2; NO₂, 13.1, 13.3 (60.2°), 83.5, 84.9 (81.9°), 330,332 (100.0°), 20.05.

Journal of the American Chemical Society published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, SDS of cas: 101420-79-5.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Lesniak, Robert K. published the artcileDiscovery of G2019S-Selective Leucine Rich Repeat Protein Kinase 2 inhibitors with in vivo efficacy, Safety of 4-Iodo-3-nitrobenzonitrile, the publication is European Journal of Medicinal Chemistry (2022), 114080, database is CAplus and MEDLINE.

The discovery and development of compound I, an indazole-based, G2019S-selective (>2000-fold vs. WT) LRRK2 inhibitor capable of entering rodent brain (K_p = 0.5) and selectively inhibiting G2019S-LRRK2 was reported. The compounds disclosed herein present a starting point for further development of brain penetrant G2019S selective inhibitors that hopefully reduce lung phenotype side-effects and pave the way to providing a precision medicine for people with PD who carry the G2019S mutation.

European Journal of Medicinal Chemistry published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, Safety of 4-Iodo-3-nitrobenzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Sapountzis, Ioannis published the artcileGeneral preparation of functionalized o-nitroarylmagnesium halides through an iodine-magnesium exchange, Recommanded Product: 4-Iodo-3-nitrobenzonitrile, the publication is Angewandte Chemie, International Edition (2002), 41(9), 1610-1611, database is CAplus and MEDLINE.

Highly functionalized aryl Grignard reagents with an ortho-nitro substituent were synthesized from 2-iodonitroaryl compounds through an I-Mg exchange reaction with PhMgCl or mesityl Mg bromide. These Grignard reagents are stable (T < – 20° for several hours) and undergo various cross-coupling reactions in the presence of Cu or Pd catalysts (dba = trans,trans-dibenzylideneacetone; tfp = tri-o-furylphosphine). E.g., ClMgC₆H₄NO₂-2 reacted with PhCHO at -40° to give 2-NO₂C₆H₄CH(OH)Ph in 87% yield.

Angewandte Chemie, International Edition published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, Recommanded Product: 4-Iodo-3-nitrobenzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com