Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 31, 2020
Previous Article Next Article

Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones

Author affiliations

Abstract

An original, facile, and highly efficient method for the preparation of 2-(3-oxoindolin-2-ylidene)acetonitriles from ortho-nitrochalcones is described. The featured transformation is a triggered Michael addition of the cyanide anion to the chalcone followed by a cascade cyclization mechanistically related to the Baeyer–Drewson reaction.

Graphical abstract: Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones

Back to tab navigation

Supplementary files

Article information


Submitted
20 Apr 2020
Accepted
08 May 2020
First published
14 May 2020

This article is Open Access

RSC Adv., 2020,10, 18440-18450
Article type
Paper

Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones

N. A. Aksenov, D. A. Aksenov, N. A. Arutiunov, D. S. Aksenova, A. V. Aksenov and M. Rubin, RSC Adv., 2020, 10, 18440
DOI: 10.1039/D0RA03520C

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

Reproduced material should be attributed as follows:

  • For reproduction of material from NJC:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
  • For reproduction of material from PCCP:
    [Original citation] - Published by the PCCP Owner Societies.
  • For reproduction of material from PPS:
    [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
  • For reproduction of material from all other RSC journals:
    [Original citation] - Published by The Royal Society of Chemistry.

Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.


Social activity

Search articles by author

Spotlight

Advertisements