Issue 24, 2020

Synthesis of 3-selanylbenzo[b]furans promoted by SelectFluor®

Abstract

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.

Graphical abstract: Synthesis of 3-selanylbenzo[b]furans promoted by SelectFluor®

Supplementary files

Article information

Article type
Paper
Submitted
28 Febr. 2020
Accepted
30 Marts 2020
First published
07 Apr. 2020
This article is Open Access
Creative Commons BY license

RSC Adv., 2020,10, 13975-13983

Synthesis of 3-selanylbenzo[b]furans promoted by SelectFluor®

M. C. Diem Ferreira Xavier, E. M. Andia Sandagorda, J. S. Santos Neto, R. F. Schumacher and M. S. Silva, RSC Adv., 2020, 10, 13975 DOI: 10.1039/D0RA01907K

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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