Three-component reaction of 3-arylidene-3H-indolium salts, isocyanides, and alcohols

A novel isocyanide-based multicomponent synthesis of alkyl aryl(indol-3-yl)acetimidates has been established. Starting from aryl(indol-3-yl)methylium tetrafluoroborates, aromatic isocyanides and alcohols, the imidates were obtained in moderate to very good yields. Consecutive four-component synthesis of the above mentioned imidates from N-alkylindoles, aromatic aldehydes, aromatic isocyanides and alcohols was also proposed. In addition, it was shown that in the presence of water, aryl(indol-3-yl)methylium tetrafluoroborates reacted with isocyanides to furnish aryl(indol-3-yl)acetamides. © 2019 Golantsov, Nguyen, Golubenkova, Varlamov, Van der Eycken and Voskressensky.

Authors
Golantsov N.E. 1 , Nguyen H.M. 1 , Golubenkova A.S. 1 , Varlamov A.V. 1 , Van Der Eycken E.V. , Voskressensky L.G. 1
Journal
Frontiers in Chemistry
Publisher
Frontiers Media S. A
Number of issue
MAY
Language
English
Status
Published
Link
External link
DOI
10.3389/fchem.2019.00345
Number
345
Volume
7
Year
2019
Organizations
  • 1 Department of Organic Chemistry, Faculty of Science, Peoples' Friendship University of Russia (RUDN University), Moscow, Russian Federation
  • 2 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Leuven, Belgium
Keywords
Aryl(indol-3-yl)methylium ions; Imidates; Indoleninium ions; Isocyanides; Multicomponent reactions
Date of creation
19.07.2019
Date of change
19.07.2019
Short link
https://repository.rudn.ru/en/records/article/record/38813/
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