Issue 12, 2024

Facile synthesis of dibenzothiophene S-oxides from sulfinate esters

Abstract

An efficient method to prepare dibenzothiophene S-oxides is disclosed. Suzuki–Miyaura cross-coupling of 2-bromoaryl sulfinate esters with arylboronic acids selectively at the bromo group followed by electrophilic cyclization of the resulting sulfinate ester moiety provides diverse dibenzothiophene S-oxides. Further transformations including Pummerer-type C–H propargylation and aryne reactions realize to synthesize highly functionalized dibenzothiophene derivatives.

Graphical abstract: Facile synthesis of dibenzothiophene S-oxides from sulfinate esters

Supplementary files

Article information

Article type
Communication
Submitted
21 Nov 2023
Accepted
09 Jan 2024
First published
10 Jan 2024
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 1611-1614

Facile synthesis of dibenzothiophene S-oxides from sulfinate esters

Y. Kumagai, A. Kobayashi, K. Nakamura and S. Yoshida, Chem. Commun., 2024, 60, 1611 DOI: 10.1039/D3CC05703H

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