- A Piperine-Based Scaffold as a Novel Starting Point to Develop Inhibitors against the Potent Molecular Target OfChtI
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The insect chitinase OfChtI from the agricultural pest Ostrinia furnacalis (Asian corn borer) is a promising target for green insecticide design. OfChtI is a critical chitinolytic enzyme for the cuticular chitin degradation at the stage of molting. In thi
- Deng, Ming-Fei,Duan, Hong-Xia,Han, Qing,Li, Hui-Lin,Li, Xiang,Wang, Jin-E,Wu, Nan,Yang, Qing,Zhang, Jing-Yu,Zhu, Kai
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- Microwave assisted Perkin reaction for the synthesis of α-arylidine-γ-phenyl-Δ, β, γ-butenolides
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Perkin condensation with subsequent intramolecular lactonisation as one pot synthesis of α-arylidine-γ-phenyl-Δ,β,γ- butenolides have been studied under microwave irradiation. The butenolides are cleaved to give keto acids, which are the precursors of pericarbonyl lactone lignans possessing variety of biological activities. Syntheses of butenolides have been carried out using pyridine as a catalyst under microwave conditions. The generality of this protocol has been demonstrated by synthesizing a variety of substituted butenolides in excellent yields, short reaction time and with good purity compared to those under classical thermal conditions. All the products have been characterized by their IR, 1H NMR and UV spectral values.
- Deo, Sujata,Chaudhari, Tanishq,Inam, Farhin
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p. 363 - 367
(2014/05/06)
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- Synthesis of 1-phenyl naphthalene and pericarbonyl lignans
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The approach towards synthesis of 1-phenyl naphthalene and pericarbonyl lactone by cyclization of Perkin condensation product, ∝- arylidene β-benzoyl propionic acid with polyphosphoric acid and concentrated sulphuric acid can be achieved in one step.
- Deo, Sujata,Inam, Farhin,Mahashabde,Jadhav
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experimental part
p. 3362 - 3368
(2010/11/16)
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- Studies on the transition metal-catalyzed synthesis of variously substituted (E)-3-[1-(aryl)methylidene]- and (E)-3-(1-alkylidene)-3H-furan-2-ones
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5-Aryl and 5-alkyl substituted (E)-3-[1-(aryl)methylidene]- and (E)-3-(1-alkylidene)-3H-furan-2-ones, (E)-9, have been selectively synthesized by cyclization of the corresponding (E)-2-(1-alkynyl)-3-aryl/alkylpropenoic acids, (E)-11, in the presence of AgNO3 or Pd-catalysts such as trans-di(μ-acetato)bis[(di-o-tolylphosphino)benzyl]dipalla-dium(II) or that constituted of a mixture of Et3N and PdCl2(PhCN)2 or PdCl2(CH3CN)2. in a 3:1 molar ratio, respectively. A representative (E)-5-aryl-3-[1-(aryl)methylidene]-3H-furan-2-one, i.e. (E)-9i, has been also prepared by a tandem process involving a Pd(0)- and Cu(I)-catalyzed cross-coupling reaction between an 1-alkyne and a (Z)-3-aryl-2-bromopropenoic acid followed by a catalytic intramolecular oxypalladation of the resulting cross-coupled product. However, when this same approach was used to prepare an (E)-5-alkyl-3-[1-(aryl)methylidene]-3H-furan-2-one, i.e. (E)-9j, a mixture of (E)-9j and the corresponding (E)/(Z)-5-(1-alkylidene)-3-(aryl)methyl-5H-furan-2-one, i.e. (E)/(Z)-20, was obtained. Finally, in an attempt to prepare an (E)-4-alkyl-5-aryl-3-[1-(aryl)methylidene]-3H-furan-2-one, i.e. (E)-14a, by a tandem process involving the intramolecular oxypalladation of an (E)-enynoic acid, (E)-11, followed by a cross-coupling reaction of the resulting compound with aryl iodide, a (Z)-5-(1-alkynyl)-4-aryl-3-arylmethyl-5H-furan-2-one, i.e. (Z)-22, has been stereoselectively obtained.
- Rossi, Renzo,Bellina, Fabio,Bechini, Chiara,Mannina, Luisa,Vergamini, Piergiorgio
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p. 135 - 156
(2007/10/03)
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