Solid-Phase Synthesis of 4(1<i>H</i>)-Quinolone and Pyrimidine Derivatives Based on a New ScaffoldPolymer-Bound Cyclic Malonic Acid Ester

An efficient method for the preparation of polymer-bound cyclic malonic acid ester starting from Merrifield resin has been developed. Reaction of the resin-bound cyclic malonic acid ester with triethyl orthoformate and subsequent double substitution with nucleophilic reagents, such as arylamine, urea, thiourea, 2-aminobenzothiazoles, or isothiosemicarbazones, afforded the corresponding polymer-bound substituted aminomethylene cyclic malonic acid esters, which upon thermal treament led to 4(1H)-quinolones, 3-substituted uracils and thiouracils, 4H-pyrimido[2,1-b]benzothiazol-4-ones, and 1-(N-alkylidene or benzylideneamino)-1,6-dihydro-2-methylthio-6-oxo-pyrimidines, depending on the structures of the nucleophilic reagents

Acylation of Alkylidenecyclopropanes for the Facile Synthesis of α,β-Unsaturated Ketone and Benzofulvene Derivatives with High Stereoselectivity

A variety of substituted α,β-unsaturated ketone and benzofulvene derivatives were readily prepared in good to excellent yields via the reaction of alkylidenecyclopropanes with various acyl chlorides in the presence of aluminum chloride. The stereochemistry of the acylation and cyclization is discussed

One-Pot Facile Synthesis of Substituted Isoindolinones via an Ugi Four-Component Condensation/Diels−Alder Cycloaddition/ Deselenization−Aromatization Sequence

A versatile one-pot synthesis of substituted isoindolinones from 2-furaldehydes, amines, 2-(phenylselanyl)acrylic acids, and isocyanides is described. The tandem process involves the Ugi four-component condensation, intramolecular Diels−Alder cycloaddition, and subsequent deselenization−aromatization promoted by BF3−OEt2. The procedure is general and efficient and the substrates are easily available

Facile Synthesis of Tetrahydro-1<i>H</i>-isoindolones via a Sequential Three-Component Copper-Catalyzed Coupling/Propargyl-Allenyl Isomerization/[4 + 2] Cyclization Reaction

An interesting sequential three-component copper-catalyzed coupling/propargyl-allenyl isomerization/[4 + 2] cyclization reaction, providing a facile synthesis of highly substituted tetrahydro-1H-isoindolones from conjugated vinylic alkynes, imines, and α,β-unsaturated enoic acid chlorides is reported. The most attractive feature of this transformation is that three stereogenic centers could be generated in one step with high diastereoselectivity

Facile Synthesis of Tetrahydro-1<i>H</i>-isoindolones via a Sequential Three-Component Copper-Catalyzed Coupling/Propargyl-Allenyl Isomerization/[4 + 2] Cyclization Reaction

An interesting sequential three-component copper-catalyzed coupling/propargyl-allenyl isomerization/[4 + 2] cyclization reaction, providing a facile synthesis of highly substituted tetrahydro-1H-isoindolones from conjugated vinylic alkynes, imines, and α,β-unsaturated enoic acid chlorides is reported. The most attractive feature of this transformation is that three stereogenic centers could be generated in one step with high diastereoselectivity

Organo-Selenium Induced Radical Ring-Opening Intramolecular Cyclization or Electrophilic Cyclization of 2- (Arylmethylene)cyclopropylaldehyde: A Tunable Synthesis of 1-Naphthaldehydes or 3-Oxabicyclo[3.1.0]hexan-2-ols

1-Naphthaldehydes and 3-oxabicyclo[3.1.0]hexan-2-ols can be prepared, respectively, by the intramolecular alkylation and cyclization of (E)-2-(arylmethylene)cyclopropylaldehyde 1 mediated by different organo-selenium reagents. The properties of selenium reagents may play an important role in the reactions. A rationale for these transformations is proposed

sj-docx-2-psx-10.1177_00323217211048040 – Supplemental material for Bread or Roses: How Economic Inequality Affects Regime Support in China?

Supplemental material, sj-docx-2-psx-10.1177_00323217211048040 for Bread or Roses: How Economic Inequality Affects Regime Support in China? by Xian Huang and Cai Zuo in Political Studies</p

Unique Regio- and Stereoselectivity in Pd-Catalyzed Chlorocarbonylation Reaction of 2-Phenylethynyl Selenides and 2-Alkylethynyl Selenides. Highly Stereoselective Synthesis of 2-Seleno-3-chloroacrylates

Regio- and stereoselectivity in the chloropalladation carbonylation reaction of different acetylenic selenides in the presence of 0.05 equiv of PdCl2 and 3 equiv of cupric chloride under 1 atm of carbon monoxide affording 2-seleno-3-chloroacrylates were investigated. Opposite stereoselectivities were observed with 2-phenylethynyl selenides and 2-alkylethynyl selenides:  the reactions of 2-phenylethynyl selenides afforded (E)-2-seleno-3-chloro-3-phenylacrylates, while the reactions of 2-alkylethynyl selenides gave (Z)-2-seleno-3-chloro-3-alkylacrylates. A chloropalladation carbonylation mechanism for this reaction was proposed. The regio- and stereoselective chloropalladation of the carbon−carbon triple bond in acetylenic selenides affords 1-enylpalladium intermediates, in which the palladium atom connects with the carbon atom bonding with the selenium atom. Carbonylation in the presence of an alcohol affords 2-seleno-3-chloroacrylates

Pd-Catalyzed Sequential Reactions via Allene Intermediate for the Synthesis of Polycyclic Frameworks Containing 2,3-Dihydrofuran Units

A stepwise process involving Sonogashira coupling, propargyl allenyl isomerization, and consecutive [4 + 2] cyclization has been realized, leading to an efficient synthesis of polycyclic compounds containing a 2,3-dihydrofuran unit. Most attractive for synthetic interest is the finding that up to four stereogenic centers could be generated in one step with high stereoselectivity

Novel Tunable CuX₂-Mediated Cyclization Reaction of Cyclopropylideneacetic Acids and Esters for the Facile Synthesis of 4-Halomethyl-2(5<i>H</i>)-furanones and 4-Halo-5,6-dihydro-2<i>H</i>-pyran-2-ones

A mixture of cyclopropylideneacetic acids (or esters) and CuBr2 (or CuI/I2) in aqueous acetonitrile afforded 4-substituted 2(5H)-furanones or 3,4-substituted 5,6-dihydro-2H-pyran-2-ones in moderate to good yields. The selectivity of the reaction greatly depended on the reaction temperature