Literature DB >> 30411750

Nitrostyrenes as 1,4-CCNO-dipoles: diastereoselective formal [4+1] cycloaddition of indoles.

Alexander V Aksenov1, Nicolai A Aksenov, Dmitrii A Aksenov, Vladislav F Khamraev, Michael Rubin.   

Abstract

An unusual reactivity of nitrostyrenes in phosphorous acid was discovered, which permits the employment of these readily available synthons as 1,4-CCNO-dipole surrogates in a highly diastereoselective (4+1)-cycloaddition of indoles to afford 4'H-spiro[indole-3,5'-isoxazoles] in a diastereomerically pure form.

Entities:  

Year:  2018        PMID： 30411750     DOI： 10.1039/c8cc07451h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  3 in total

1.  Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines.

Authors:  Alexander V Aksenov; Nicolai A Aksenov; Nikolai A Arutiunov; Vladimir V Malyuga; Sergey N Ovcharov; Michael Rubin
Journal:  RSC Adv       Date:  2019-11-29       Impact factor: 4.036

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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