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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.

SUBMITTER: Diem Ferreira Xavier MC

PROVIDER: S-EPMC9051628 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature

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

Diem Ferreira Xavier Maurício Carpe MC Andia Sandagorda Eduardo Martarelo EM Santos Neto José Sebastião JS Schumacher Ricardo Frederico RF Silva Márcio Santos MS

RSC advances 20200407 24

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 formatio ...[more]

PMID: 35498450

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