Journal of Organic Chemistry, volume 85, issue 19, pages 12128-12146

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

Nicolai A. Aksenov ¹

Dmitrii A Aksenov ¹

Anton A Skomorokhov ¹

Lidiya A Prityko ¹

Alexander V. Aksenov ¹

Georgii D Griaznov ²

Michael Rubin ^{1, 2}

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Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355009, Russia |

Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States |

Publication type: Journal Article

Publication date: 2020-09-03

American Chemical Society (ACS)

Journal: Journal of Organic Chemistry

scimago Q2

wos Q1

SJR: 0.724

CiteScore: 6.2

Impact factor: 3.3

ISSN: 00223263, 15206904

DOI: 10.1021/acs.joc.0c01344

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Organic Chemistry

Abstract

Efficient and straightforward Bronsted-acid mediated cascade process was developed, involving cyclization of readily available beta-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.

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Publisher

American Chemical Society (ACS)

Journal

Journal of Organic Chemistry

scimago Q2

wos Q1

SJR

0.724

CiteScore

6.2

Impact factor

3.3

ISSN

00223263 (Print)

15206904 (Electronic)

Labs

Laboratory of new synthetic methods

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

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