benzofurans and phosphine

benzofurans has been researched along with phosphine* in 6 studies

Other Studies

6 other study(ies) available for benzofurans and phosphine

ArticleYear
Phosphine-Catalyzed (4 + 2) Annulation of Allenoates with Benzofuran-Derived Azadienes and Subsequent Thio-Michael Addition.
    Organic letters, 2022, 05-27, Volume: 24, Issue:20

    A phosphine-catalyzed (4 + 2) annulation of tetrahydrobenzofuranone-derived allenoates and benzofuran-derived azadienes (BDAs) has been achieved to construct the decahydro-2

    Topics: Benzofurans; Catalysis; Phosphines; Stereoisomerism

2022
Asymmetric construction of spirocyclopentenebenzofuranone core structures via highly selective phosphine-catalyzed [3 + 2] cycloaddition reactions.
    Organic letters, 2013, Jun-21, Volume: 15, Issue:12

    An efficient organocatalytic asymmetric [3 + 2] cycloaddition reaction between 3-substituted methylenebenzofuranone derivatives and diverse Morita-Baylis-Hillman carbonates to provide complex polysubstituted spirocyclopentenebenzofuranone scaffolds in a single step is reported. C2-symmetric phospholanes were efficient nucleophilic catalysts of this transformation under mild conditions, providing reaction products comprised of three consecutive stereocenters, including one all-carbon center, with excellent enantioselectivity.

    Topics: Benzofurans; Catalysis; Cycloaddition Reaction; Molecular Structure; Phosphines; Stereoisomerism

2013
Phosphine-containing Lewis base catalyzed cyclization of benzofuranone type electron-deficient alkenes with allenoates: a facile synthesis of spirocyclic benzofuranones.
    Organic & biomolecular chemistry, 2013, Mar-07, Volume: 11, Issue:9

    A regioselective [3 + 2] cycloaddition of benzofuranone type active olefins with allenoates catalyzed by trivalent phosphines has been developed, which provided an easy access to enriched functionalized spirocyclic benzofuranones. The reactions accommodated a number of benzofuranone type electron-deficient olefins and allenoates to give the desired 3-spirocyclopentane benzofuran-2-ones or 2-spirocyclopentane benzofuran-3-ones with moderate to excellent yields (up to 99%) and moderate to good regioselectivities (up to 11:1).

    Topics: Alkenes; Benzofurans; Catalysis; Crystallography, X-Ray; Cyclization; Electrons; Ketones; Lewis Bases; Models, Molecular; Molecular Structure; Phosphines; Spiro Compounds

2013
Phosphine/palladium-catalyzed syntheses of alkylidene phthalans, 3-deoxyisoochracinic acid, isoochracinic acid, and isoochracinol.
    Organic letters, 2012, Jul-06, Volume: 14, Issue:13

    In this study we used sequential catalysis-PPh(3)--catalyzed nucleophilic addition followed by Pd(0)-catalyzed Heck cyclization--to construct complex functionalized alkylidene phthalans rapidly, in high yields, and with good stereoselectivities (E/Z ratios of up to 1:22). The scope of this Michael-Heck reaction includes substrates bearing various substituents around the alkylidene phthalan backbone. Applying this efficient sequential catalysis, we accomplished concise total syntheses of 3-deoxyisoochacinic acid, isoochracinic acid, and isoochracinol.

    Topics: Benzofurans; Catalysis; Molecular Structure; Palladium; Phosphines; Phthalic Acids; Stereoisomerism

2012
Chiral phosphine-catalyzed asymmetric allylic alkylation of 3-substituted benzofuran-2(3H)-ones or oxindoles with Morita-Baylis-Hillman carbonates.
    Organic & biomolecular chemistry, 2012, Sep-21, Volume: 10, Issue:35

    An efficient chiral phosphine-catalyzed asymmetric substitution reaction of MBH carbonates with 3-substituted benzofuran-2(3H)-ones or 3-substituted oxindoles has been described in this context, giving the corresponding allylic alkylation products bearing adjacent quaternary and tertiary stereogenic centers in high yields, moderate diastereoselectivities and high enantioselectivities under mild conditions.

    Topics: Alkylation; Allyl Compounds; Benzofurans; Carbonates; Catalysis; Indoles; Oxindoles; Phosphines; Stereoisomerism

2012
Phosphine-catalyzed domino reaction: highly stereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-thiophosphinyl imines and allylic carbonates.
    Organic letters, 2010, Sep-03, Volume: 12, Issue:17

    A novel phosphine-catalyzed domino reaction of salicyl N-thiophosphinyl imines and allylic carbonates was developed. The allylic carbonate, in this reaction, serves as a new kind of 1,1-dipolar synthon. This method offered a powerful approach to the construction of a highly substituted trans-2,3-dihydrobenzofuran skeleton with high diastereoselectivity.

    Topics: Benzofurans; Carbonates; Catalysis; Imines; Molecular Structure; Phosphines; Salicylates; Stereoisomerism

2010