Efficient synthesis of pentasubstituted pyrroles <i>via</i> intramolecular C-arylation-Reference-Cited by-同舟云学术

Efficient synthesis of pentasubstituted pyrroles via intramolecular C-arylation

Published:2022 Issue:18 Volume:20 Page:3811-3816
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Lemrová Barbora¹^ORCID,Maloň Michal²^ORCID,Soural Miroslav¹³^ORCID

Affiliation:

1. Department of Organic Chemistry, Faculty of Science, Palacký University, 17. Listopadu 12, 77146 Olomouc, Czech Republic

2. JEOL (U.K.) Ltd, JEOL House, Silver Court, Watchmead, Welwyn Garden City, Hertfordshire AL7 1LT, UK

3. Institute of Molecular and Translational Medicine, Faculty of Medicine and Dentistry, Palacký University, Hněvotínská 5, 77900 Olomouc, Czech Republic

Abstract

Immobilized methyl aspartate allows solid-phase synthesis of pyrroles with a unique substitution pattern, unattainable by other known methods. The strategy is based on the Truce–Smiles rearrangement triggered by potassium trimethylsilanolate.

Funder

European Regional Development Fund

Grantová Agentura České Republiky

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB00536K

Reference55 articles.

1. Living on pyrrolic foundations – Advances in natural and artificial bioactive pyrrole derivatives

2. Synthesis and biological activity of pyrrole, pyrroline and pyrrolidine derivatives with two aryl groups on adjacent positions