Literature DB >> 31502836

Preparation of Stereodefined 2-(3-Oxoindolin-2-yl)-2-Arylacetonitriles via One-Pot Reaction of Indoles with Nitroalkenes.

Alexander V Aksenov1, Dmitrii A Aksenov1, Nicolai A Aksenov1, Elena V Aleksandrova1, Michael Rubin1,2.   

Abstract

Recently discovered reactivity of nitrostyrenes in phosphorous acid to facilitate the diastereoselective [4 + 1]-cycloaddition of indoles in combination with unusual oxazoline ring cleavage and subsequent 1,2-alkyl shift afforded stereochemically defined 2-(3-oxoindolin-2-yl)-2-arylacetonitriles as sole products.

Entities:  

Year:  2019        PMID： 31502836     DOI： 10.1021/acs.joc.9b01874

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


  3 in total

1.  [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

2.  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

3.  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
  3 in total

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