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. 2022 Mar 15;27(6):1902.
doi: 10.3390/molecules27061902.

Improved Method for Preparation of 3-(1 H-Indol-3-yl)benzofuran-2(3 H)-ones

Igor Yu Grishin  1 , Nikolai A Arutiunov  1 , Dmitrii A Aksenov  1 , Nicolai A Aksenov  1 , Alexander V Aksenov  1 , Amina Z Gasanova  1 , Elena A Sorokina  2 , Carolyn Lower  3 , Michael Rubin  1   3
Affiliations

Improved Method for Preparation of 3-(1 H-Indol-3-yl)benzofuran-2(3 H)-ones

Igor Yu Grishin et al. Molecules. .

Abstract

3-(1H-Indol-3-yl)benzofuran-2(3H)-ones were efficiently accessed via polyphosphoric acid-mediated condensation of 3-(2-nitrovinyl)-1H-indoles with phenols.

Keywords: Brønsted acid catalysis; cascade transformations; indoles; nitroalkanes; rearrangements.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Scheme 1
Scheme 1
[4 + 1]-Spirocyclization of nitroalkenes and nitriles and subsequent rearrangements.
Scheme 2
Scheme 2
Preparation of for preparation of 3-(1H-Indol-3-yl)benzofuran-2(3H)-ones 8.
Figure 1
Figure 1
ORTEP drawing of X-ray structures of 5,6-dimethyl-3-(2-methyl-1H-indol-3-yl)benzofuran-2(3H)-one (6aa, CCDC #2154293). The thermal ellipsoids are shown at 50% probability.
See this image and copyright information in PMC

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