17 research outputs found

    (3-Ethyl-6,7-dimeth­oxy­naphthalen-1-yl)(phen­yl)methanone

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    The asymetric unit of the title mol­ecule, C21H20O3, contains two crystallographically independent mol­ecules, A and B, which differ in the orientation of the ethyl group substituted on the naphthalene system; the dihedral angles between the ethyl group and the naphthalene system are 7.4 (3) and 68.1 (3)°, respectively, for mol­ecules A and B. The dihedral angles between the benzoyl and naphthalene groups are 64.7 (7) and 69.4 (8)°, respectively, for mol­ecules A and B. The crystal structure features four aromatic π–π stacking interactions [centroid–centroid distances = 4.181 (1), 3.891 (1), 4.423 (1) and 4.249 (1) Å]

    1-Benzoyl-4-(4-methyl­phen­yl)phthal­azine

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    In the title mol­ecule, C22H16N2O, the tolyl and benzoyl rings make dihedral angles 50.2 (5) and 56.4 (5)°, respectively, with the phthalazine ring system while the dihedral angle between the tolyl and benzoyl rings is 0.70 (4)°. The crystal structure is stabilized by inter­molecular C—H⋯O and C—H⋯N hydrogen bonds, as well as weak C—H⋯π inter­actions

    Synthesis of Naphthalene Amino Esters by the Blaise Reaction of <i>o</i>‑Alkynylarenenitriles

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    The action of a Reformatsky reagent on <i>o</i>-alkynylarenenitriles provides a convenient access to naphthalene amino esters <i>via</i> tandem 6-<i>endo-dig</i> carbannulation of <i>in situ</i> generated Blaise reaction intermediates. The products are formed in moderate to good yields with high chemo- and regioselectivity

    Iron-Catalyzed Tandem Conia–Ene/Friedel–Crafts Reactions of <i>o</i>‑Alkynyldihydrochalcones: Access to Benzo[<i>b</i>]fluorenes

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    <i>o</i>-Alkynyldihydrochalcones when treated with a catalytic amount of anhydrous FeCl<sub>3</sub> in refluxing 1,2-dichloroethane underwent tandem Conia–ene and Friedel–Crafts reactions to yield benzo­[<i>b</i>]­fluorene derivatives in good yields

    Lewis Acid-Mediated Ring-Opening Reactions of <i>trans</i>-2-Aroyl-3-styrylcyclopropane-1,1-dicarboxylates: Access to Cyclopentenes and <i>E</i>,<i>E</i>‑1,3-Dienes

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    The ring-opening reaction of <i>tran</i>s-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates was investigated with different Lewis acids. With SnCl<sub>4</sub>, the cyclopropane dicarboxylates afforded cyclopentene derivatives through ring opening followed by cyclization (vinylcyclopropane–cyclopentene rearrangement). With TiCl<sub>4</sub>, they furnished <i>E</i>,<i>E</i>-1,3-diene derivatives stereoselectively via ring opening followed by proton elimination

    Iron-Catalyzed Tandem Conia–Ene/Friedel–Crafts Reactions of <i>o</i>‑Alkynyldihydrochalcones: Access to Benzo[<i>b</i>]fluorenes

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    <i>o</i>-Alkynyldihydrochalcones when treated with a catalytic amount of anhydrous FeCl<sub>3</sub> in refluxing 1,2-dichloroethane underwent tandem Conia–ene and Friedel–Crafts reactions to yield benzo­[<i>b</i>]­fluorene derivatives in good yields

    Boron Trifluoride Mediated Ring-Opening Reactions of <i>trans</i>-2-Aryl-3-nitro-cyclopropane-1,1-dicarboxylates. Synthesis of Aroylmethylidene Malonates as Potential Building Blocks for Heterocycles

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    <i>trans</i>-2-Aryl-3-nitro-cyclopropane-1,1-dicarboxylates, upon treatment with BF<sub>3</sub>·​OEt<sub>2</sub>, undergo ring-opening rearrangement and the Nef reaction to give aroylmethylidene malonates. The products are found to be potential precursors for heterocycles, such as imidazoles, quinoxalines, and benzo­[1,4]­thiazines

    Highly Diastereoselective Synthesis of 1-Pyrrolines <i>via</i> SnCl<sub>4</sub>-Promoted [3 + 2] Cycloaddition between Activated Donor–Acceptor Cyclopropanes and Nitriles

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    Activated donor–acceptor cyclopropanes underwent formal [3 + 2] cycloaddition with nitriles in the presence of SnCl<sub>4</sub>. The product 1-pyrrolines were isolated as single <i>cis</i>-diastereomers in moderate to good yields

    Highly Diastereoselective Synthesis of 1-Pyrrolines <i>via</i> SnCl<sub>4</sub>-Promoted [3 + 2] Cycloaddition between Activated Donor–Acceptor Cyclopropanes and Nitriles

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    Activated donor–acceptor cyclopropanes underwent formal [3 + 2] cycloaddition with nitriles in the presence of SnCl<sub>4</sub>. The product 1-pyrrolines were isolated as single <i>cis</i>-diastereomers in moderate to good yields

    Synthesis of Naphthalene Amino Esters by the Blaise Reaction of <i>o</i>‑Alkynylarenenitriles

    No full text
    The action of a Reformatsky reagent on <i>o</i>-alkynylarenenitriles provides a convenient access to naphthalene amino esters <i>via</i> tandem 6-<i>endo-dig</i> carbannulation of <i>in situ</i> generated Blaise reaction intermediates. The products are formed in moderate to good yields with high chemo- and regioselectivity
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