Facile Iodine-Catalyzed Michael Addition of Indoles to <mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" id="M1"><mml:mrow><mml:mi mathvariant="bold-italic">α</mml:mi></mml:mrow></mml:math>,<mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" id="M2"><mml:mrow><mml:msup><mml:mi mathvariant="bold-italic">α</mml:mi><mml:mo mathvariant="bold">′</mml:mo></mml:msup></mml:mrow></mml:math>-Bis(arylmethylene)cyclopentanones: An Efficient Synthesis of <i>E</i>-2-(3-Indolylphenylmethyl)-5-phenylmethylenec

Pal, Rammohan; Gupta, Abhijit Sen; Mallik, Asok K.

doi:10.5402/2012/674629

Cited by 3 publications

(1 citation statement)

References 22 publications

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“…An alternative method to the synthesis of 3-alkylated indoles is the Michael-type reaction of indole and an a,bunsaturated carbonyl compound. [43][44][45][46][47][48] This reaction can be performed in high enantiomeric excess using Cu(OTf) 2 or Sc(OTf) 3 in the presence of a chiral Pybox-type ligand. 38,[49][50][51] However, it requires the preliminary isolation and purication of the a,bunsaturated compound.…”

Section: Scope and Limitationsmentioning

confidence: 99%

Yonemitsu-type condensations catalysed by proline and Eu(OTf)₃

et al. 2014

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We report a Yonemitsu-type trimolecular condensation of aromatic heterocycles, aldehydes, and active methylene compounds to afford polyfunctionalised heterocycles. The reaction is catalysed by L-proline and Eu(OTf)3, takes place in methanol at room temperature, and in some cases is highly diastereoselective (d.e. >90%). The reaction offers two advantages with respect to the previously reported Ti(IV)-promoted condensation: (1) it adheres to some principles of green chemistry, and (2) it provides access to compounds that cannot be obtained by classical methodology

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Section: Scope and Limitationsmentioning

confidence: 99%

Yonemitsu-type condensations catalysed by proline and Eu(OTf)₃

et al. 2014

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Design, synthesis, biological assessment, and in-Silico studies of 1,2,4-triazolo[1,5-a]pyrimidine derivatives as tubulin polymerization inhibitors

Mohamed

Amin

El‐Saadi

et al. 2022

Bioorganic Chemistry

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Nanocrystalline ZnO: A Competent and Reusable Catalyst for the Preparation of Pharmacology Relevant Heterocycles in the Aqueous Medium

Moumita

Das

2020

CGC

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: Nanoparticle catalyzed synthesis is a green and convenient method to achieve most of the chemical transformations in water or other green solvents. Nanoparticle ensures an easy isolation process of catalyst as well as products from the reaction mixture avoiding the hectic work up procedure. Zinc oxide is a biocompatible, environmentally benign and economically viable nanocatalyst with effectivity comparable to the other metal nanocatalyst employed in several reaction strategies. This review mainly focuses on the recent applications of zinc oxide in the synthesis of biologically important heterocyclic molecules under sustainable reaction conditions. : Application of zinc oxide in organic synthesis: Considering the achievable advantages of this nanocatalyst, presently several research groups are paying attention in anchoring zincoxide or its modified structure in several types of organic conversions e.g. multicomponent reactions, ligand-free coupling reactions, cycloaddition reaction, etc. The advantages and limitations of this nanocatalyst are also demonstrated. The present study aims to highlight the recent multifaceted applications of ZnO towards the synthesis of diverse heterocyclic motifs. Being a promising biocompatible nanoparticle, this catalyst has an important contribution in the fields of synthetic chemistry and medicinal chemistry.

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Facile Iodine-Catalyzed Michael Addition of Indoles to α,α′-Bis(arylmethylene)cyclopentanones: An Efficient Synthesis of E-2-(3-Indolylphenylmethyl)-5-phenylmethylenec

Abstract: Iodine-catalyzed reaction of indoles with α,α′-bis(arylmethylene)cyclopentanones afforded one diastereomer of the corresponding Michael adducts, namely, E-2-(3-indolylphenylmethyl)-5-phenylmethylenecyclopentanones, in a good yield. The products form a new group of indole derivatives.

Cited by 3 publications

References 22 publications

Yonemitsu-type condensations catalysed by proline and Eu(OTf)₃

Yonemitsu-type condensations catalysed by proline and Eu(OTf)₃

Design, synthesis, biological assessment, and in-Silico studies of 1,2,4-triazolo[1,5-a]pyrimidine derivatives as tubulin polymerization inhibitors

Nanocrystalline ZnO: A Competent and Reusable Catalyst for the Preparation of Pharmacology Relevant Heterocycles in the Aqueous Medium

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Facile Iodine-Catalyzed Michael Addition of Indoles to α,α′-Bis(arylmethylene)cyclopentanones: An Efficient Synthesis of E-2-(3-Indolylphenylmethyl)-5-phenylmethylenec

Abstract: Iodine-catalyzed reaction of indoles with α,α′-bis(arylmethylene)cyclopentanones afforded one diastereomer of the corresponding Michael adducts, namely, E-2-(3-indolylphenylmethyl)-5-phenylmethylenecyclopentanones, in a good yield. The products form a new group of indole derivatives.

Cited by 3 publications

References 22 publications

Yonemitsu-type condensations catalysed by proline and Eu(OTf)3

Yonemitsu-type condensations catalysed by proline and Eu(OTf)3

Design, synthesis, biological assessment, and in-Silico studies of 1,2,4-triazolo[1,5-a]pyrimidine derivatives as tubulin polymerization inhibitors

Nanocrystalline ZnO: A Competent and Reusable Catalyst for the Preparation of Pharmacology Relevant Heterocycles in the Aqueous Medium

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Yonemitsu-type condensations catalysed by proline and Eu(OTf)₃

Yonemitsu-type condensations catalysed by proline and Eu(OTf)₃