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2-Nitrobenzaldehyde

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W W Hess – One of the best experts on this subject based on the ideXlab platform.

  • aldehydes from primary alcohols by oxidation with chromium trioxide heptanal
    Organic Syntheses, 2003
    Co-Authors: J. C. Collins, W W Hess
    Abstract:

    Aldehydes from primary alcohols by oxidation with chromium trioxide: heptanal intermediate: dipyridine chromium(VI) oxide reactant: 5.8 g. (0.050 mole) of 1-heptanol product: heptanal product: 2-methoxybenzaldehyde product: 4-nitrobenzaldehyde Keywords: oxidation, CH2OH  CHO; dichloromethane (methylene chloride); dipyridine chromium (VI) oxide; chromium trioxide, mixing with pyridine; pyridine, poison

  • Organic Syntheses – Aldehydes from Primary Alcohols by Oxidation with Chromium Trioxide: Heptanal
    Organic Syntheses, 2003
    Co-Authors: J. C. Collins, W W Hess
    Abstract:

    Aldehydes from primary alcohols by oxidation with chromium trioxide: heptanal intermediate: dipyridine chromium(VI) oxide reactant: 5.8 g. (0.050 mole) of 1-heptanol product: heptanal product: 2-methoxybenzaldehyde product: 4-nitrobenzaldehyde Keywords: oxidation, CH2OH  CHO; dichloromethane (methylene chloride); dipyridine chromium (VI) oxide; chromium trioxide, mixing with pyridine; pyridine, poison

Perry T. Kaye – One of the best experts on this subject based on the ideXlab platform.

  • Exploratory applications of 2-Nitrobenzaldehyde-derived Morita-Baylis-Hillman adducts as synthons in the construction of drug-like scaffolds
    Synthetic Communications, 2019
    Co-Authors: Kenudi C. Idahosa, Michael T. Davies-coleman, Perry T. Kaye
    Abstract:

    Morita-Baylis-Hillman adducts, prepared from 2-Nitrobenzaldehyde precursors and either methyl acrylate or methyl vinyl ketone, have been used as critical synthons in the preparation of α-[(alkylami…

  • The Baylis-Hillman approach to quinoline derivatives.
    Organic & biomolecular chemistry, 2006
    Co-Authors: Oluwole B. Familoni, Phindile J. Klaas, Kevin A. Lobb, Vusumzi E. Pakade, Perry T. Kaye
    Abstract:

    Baylis–Hillman reactions of 2-Nitrobenzaldehydes with various activated alkenes afford adducts that undergo reductive cyclisation to quinoline derivatives. The chemo- and regioselectivity of cyclisation appears to be influenced by the choice of both the substrate and the reagent system, and competing reactions have been observed.

  • Application of Baylis–Hillman methodology in a novel synthesis of quinoline derivatives
    Chemical Communications, 1998
    Co-Authors: Oluwole B. Familoni, Perry T. Kaye, Phindile J. Klaas
    Abstract:

    Reaction of 2-Nitrobenzaldehyde with vinyl carbonyl compounds in the presence of 1,4-diazabicyclo[2.2.2]octane affords Baylis–Hillman products, catalytic reduction of which results in direct cyclisation to quinoline derivatives.

Sanjay Batra – One of the best experts on this subject based on the ideXlab platform.

  • Straightforward Strategy for the Stereoselective Synthesis of Spiro‐Fused (C‐5)Isoxazolino‐ or (C‐3)Pyrazolino‐(C‐3)quinolin‐2‐ones from Baylis–Hillman Adducts by 1,3‐Dipolar Cycloaddition and Reductive Cyclization
    European Journal of Organic Chemistry, 2008
    Co-Authors: Virender Singh, Vijay Singh, Sanjay Batra
    Abstract:

    A straightforward and general approach for the stereoselective synthesis of spiro-fused (C-5)isoxazolino- or (C-3)pyrazolino-(C-3)quinolin-2-ones from the adducts offorded from the Baylis–Hillman reaction of 2-Nitrobenzaldehyde and ethyl acrylate by sequential 1,3-dipolar cycloaddition and reductive cyclization is presented. It was found that the reductive cyclization of the isoxazoline derivatives proceeded efficiently in the presence of In/HCl, whereas similar reductions of pyrazolines gave better yields when carried out in the presence of an Fe/AcOH mixture. However, similar attempts employing the Baylis–Hillman adduct of 2-Nitrobenzaldehyde and methyl vinyl ketone did not yield the desired compounds.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  • A facile route to the synthesis of pyrimido(2,1-b)quinazoline core from the primary allyl amines afforded from Baylis-Hillman adducts
    Tetrahedron, 2008
    Co-Authors: Somnath Nag, Amita Mishra, Sanjay Batra
    Abstract:

    Abstract A highly simplified approach for the generation of substituted pyrimido[2,1-b]quinazoline core from the primary allyl amines afforded from the Baylis–Hillman adducts is described. Sequential reductive alkylation of the primary allyl amine with 2-Nitrobenzaldehyde, reduction of the aromatic nitro group with In, CNBr-promoted intramolecular cyclization followed by NaOMe-mediated another intramolecular cyclization furnish the title compounds.