Issue 19, 2021

Electrophilic fluorosulfoxonium cations as hidden Brønsted acid catalysts in (n + 2) annulations of strained cycloalkanes

Abstract

The highly electrophilic fluorosulfoxonium cation [Ph2S(O)F]+[B(C6F5)4] is shown to promote (n + 2) annulation on donor–acceptor (D–A) strained cycles. This study highlights new reactions catalysed by highly electrophilic sulfoxonium cations and the thin barrier between Lewis acid catalysis and Brønsted acid catalysis.

Graphical abstract: Electrophilic fluorosulfoxonium cations as hidden Brønsted acid catalysts in (n + 2) annulations of strained cycloalkanes

Supplementary files

Article information

Article type
Research Article
Submitted
07 Jun 2021
Accepted
17 Jul 2021
First published
20 Jul 2021

Org. Chem. Front., 2021,8, 5289-5295

Electrophilic fluorosulfoxonium cations as hidden Brønsted acid catalysts in (n + 2) annulations of strained cycloalkanes

A. Manel, J. Berreur, F. R. Leroux and A. Panossian, Org. Chem. Front., 2021, 8, 5289 DOI: 10.1039/D1QO00840D

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