Literature DB >> 32881523

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

Nicolai A Aksenov1, Dmitrii A Aksenov1, Anton A Skomorokhov1, Lidiya A Prityko1, Alexander V Aksenov1, Georgii D Griaznov2, Michael Rubin1,2.   

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-(1H-indol-2-yl)acetamides is developed. This synthetic route opens a new avenue for an expeditious assembly of various isotryptamine derivatives for medicinal chemistry.

Entities:  

Year:  2020        PMID： 32881523     DOI： 10.1021/acs.joc.0c01344

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Oxidative Cyclization of 4-(2-Aminophenyl)-4-oxo-2-phenylbutanenitriles into 2-(3-Oxoindolin-2-ylidene)acetonitriles.

Authors:  Nicolai A Aksenov; Alexander V Aksenov; Lidiya A Prityko; Dmitrii A Aksenov; Daria S Aksenova; Mezvah A Nobi; Michael Rubin
Journal:  ACS Omega       Date:  2022-04-15

2.  Does electrophilic activation of nitroalkanes in polyphosphoric acid involve formation of nitrile oxides?

Authors:  Alexander V Aksenov; Nicolai A Aksenov; Nikita K Kirilov; Anton A Skomorokhov; Dmitrii A Aksenov; Igor A Kurenkov; Elena A Sorokina; Mezvah A Nobi; Michael Rubin
Journal:  RSC Adv       Date:  2021-11-04       Impact factor: 4.036

3.  Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2H-pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones.

Authors:  Nicolai A Aksenov; Dmitrii A Aksenov; Igor A Kurenkov; Alexander V Aksenov; Anton A Skomorokhov; Lidiya A Prityko; Michael Rubin
Journal:  RSC Adv       Date:  2021-04-30       Impact factor: 4.036
  3 in total

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