Literature DB >> 31070030

Synthesis of Spiro[indole-3,5'-isoxazoles] with Anticancer Activity via a Formal [4 + 1]-Spirocyclization of Nitroalkenes to Indoles.

Alexander V Aksenov1, Dmitrii A Aksenov1, Nikolai A Arutiunov1, Nicolai A Aksenov1, Elena V Aleksandrova1, Zhenze Zhao2, Liqin Du2, Alexander Kornienko2, Michael Rubin1,3.   

Abstract

An acid-assisted [4 + 1]-cycloaddition of indoles with nitrostyrenes affords 4' H-spiro[indole-3,5'-isoxazoles] in a diastereomerically pure form. Several of these spirocyclic molecules exhibit promising anticancer activity by reducing viability and inducing differentiation of neuroblastoma cells.

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Year:  2019        PMID： 31070030     DOI： 10.1021/acs.joc.9b00808

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  5 in total

Review 1.  Recent Strategies in the Synthesis of Spiroindole and Spirooxindole Scaffolds.

Authors:  Shima Nasri; Mohammad Bayat; Faezeh Mirzaei
Journal:  Top Curr Chem (Cham)       Date:  2021-05-18

2.  [3 + 2]-Annulation of pyridinium ylides with 1-chloro-2-nitrostyrenes unveils a tubulin polymerization inhibitor.

Authors:  Alexander V Aksenov; Nikolai A Arutiunov; Nikita K Kirilov; Dmitrii A Aksenov; Igor Yu Grishin; Nicolai A Aksenov; Huifen Wang; Liqin Du; Tania Betancourt; Stephen C Pelly; Alexander Kornienko; Michael Rubin
Journal:  Org Biomol Chem       Date:  2021-08-13       Impact factor: 3.890

3.  Preparation of spiro[indole-3,5'-isoxazoles] via Grignard conjugate addition/spirocyclization sequence.

Authors:  Alexander V Aksenov; Dmitrii A Aksenov; Nicolai A Aksenov; Anton A Skomorokhov; Elena V Aleksandrova; Michael Rubin
Journal:  RSC Adv       Date:  2021-01-06       Impact factor: 3.361

4.  Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2H-pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones.

Authors:  Nicolai A Aksenov; Dmitrii A Aksenov; Igor A Kurenkov; Alexander V Aksenov; Anton A Skomorokhov; Lidiya A Prityko; Michael Rubin
Journal:  RSC Adv       Date:  2021-04-30       Impact factor: 4.036

5.  A Convenient Way to Quinoxaline Derivatives through the Reaction of 2-(3-Oxoindolin-2-yl)-2-phenylacetonitriles with Benzene-1,2-diamines.

Authors:  Alexander V Aksenov; Nikolai A Arutiunov; Dmitrii A Aksenov; Artem V Samovolov; Igor A Kurenkov; Nicolai A Aksenov; Elena A Aleksandrova; Daria S Momotova; Michael Rubin
Journal:  Int J Mol Sci       Date:  2022-09-22       Impact factor: 6.208
  5 in total

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