Synthesis of 3-selanylbenzo[]furans promoted by SelectFluor

A simple and practical protocol for the synthesis of 3-selanyl-benzo[ b ]furans mediated by the SelectFluor® reagent was developed. This novel methodology provided a greener alternative to generate 3-substituted-benzo[ b ]furans via a metal-free procedure under mild conditions. The intramolecular cy...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2020-04, Vol.1 (24), p.13975-13983
Hauptverfasser: Diem Ferreira Xavier, Maurício Carpe, Andia Sandagorda, Eduardo Martarelo, Santos Neto, José Sebastião, Schumacher, Ricardo Frederico, Silva, Márcio Santos
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A simple and practical protocol for the synthesis of 3-selanyl-benzo[ b ]furans mediated by the SelectFluor® reagent was developed. This novel methodology provided a greener alternative to generate 3-substituted-benzo[ b ]furans via a metal-free procedure under mild conditions. The intramolecular cyclization reaction was carried out employing an electrophilic selenium species generated in situ through the reaction between SelectFluor® and organic diselenides. The formation of this electrophilic selenium species (RSe-F) was confirmed by heteronuclear NMR spectroscopy, and its reactivity was explored. This novel methodology provided a greener alternative to generate 3-substituted-benzo[ b ]furans mediate by Selectfluor® reagent. The formation of this electrophilic selenium species (RSe-F) was confirmed by heteronuclear NMR spectroscopy.
ISSN:2046-2069
2046-2069
DOI:10.1039/d0ra01907k