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Synthesis of 2-(1 H -Indol-2-yl)acetamides via Brønsted Acid-Assisted Cyclization Cascade.

Authors :
Aksenov NA
Aksenov DA
Skomorokhov AA
Prityko LA
Aksenov AV
Griaznov GD
Rubin M
Source :
The Journal of organic chemistry [J Org Chem] 2020 Oct 02; Vol. 85 (19), pp. 12128-12146. Date of Electronic Publication: 2020 Sep 16.
Publication Year :
2020

Abstract

An efficient and straightforward Brønsted-acid mediated cascade process was developed, involving cyclization of readily available β-ketonitriles into 2-aminofurans, and their subsequent recyclization into 2-(1 H -indol-2-yl)acetamides is developed. This synthetic route opens a new avenue for an expeditious assembly of various isotryptamine derivatives for medicinal chemistry.

Details

Language :
English
ISSN :
1520-6904
Volume :
85
Issue :
19
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
32881523
Full Text :
https://doi.org/10.1021/acs.joc.0c01344