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Sulfur(IV) in transition-metal-free cross-couplings for biaryl synthesis

Sulfur(IV) in transition-metal-free cross-couplings for biaryl synthesis
Sulfur(IV) in transition-metal-free cross-couplings for biaryl synthesis

The reactivity of sulfur(IV) compounds is of great current interest among organic chemists. In this Perspective, we discuss the chemistry of sulfur(IV) (namely, sulfoxides, sulfonium salts, and sulfinates) within the area of transition-metal-free cross-couplings for biaryl synthesis. These sulfur(IV)-based methods show potential in sustainable biaryl formation and can deliver unique biaryl structures that are difficult to access by other means. This Perspective also highlights how the versatile reactivity of sulfur(IV) has helped design new reagents, mediators, and catalysts.

Biaryl, Cross-coupling, Sulfonium/sulfoxide/sulfinate, Sulfur, Transition metal free
2168-0485
2569-2586
Perry, Gregory J.P.
766e7fc8-abf3-4d1e-9949-c1b3439a2185
Yorimitsu, Hideki
a2c027b0-9559-4027-be32-39e601818a88
Perry, Gregory J.P.
766e7fc8-abf3-4d1e-9949-c1b3439a2185
Yorimitsu, Hideki
a2c027b0-9559-4027-be32-39e601818a88

Perry, Gregory J.P. and Yorimitsu, Hideki (2022) Sulfur(IV) in transition-metal-free cross-couplings for biaryl synthesis. ACS Sustainable Chemistry & Engineering, 10 (8), 2569-2586. (doi:10.1021/acssuschemeng.1c08673).

Record type: Article

Abstract

The reactivity of sulfur(IV) compounds is of great current interest among organic chemists. In this Perspective, we discuss the chemistry of sulfur(IV) (namely, sulfoxides, sulfonium salts, and sulfinates) within the area of transition-metal-free cross-couplings for biaryl synthesis. These sulfur(IV)-based methods show potential in sustainable biaryl formation and can deliver unique biaryl structures that are difficult to access by other means. This Perspective also highlights how the versatile reactivity of sulfur(IV) has helped design new reagents, mediators, and catalysts.

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e-pub ahead of print date: 16 February 2022
Published date: 28 February 2022
Additional Information: Funding Information: This work was supported by JSPS KAKENHI Grant No. JP19H00895 and by JST CREST Grant No. JPMJCR19R4. H.Y. thanks The Asahi Glass Foundation for financial support. G.J.P.P. is the recipient of a JSPS Postdoctoral Fellowship for Research in Japan (KAKENHI Grant Number JP21F21039). Publisher Copyright: © 2022 American Chemical Society
Keywords: Biaryl, Cross-coupling, Sulfonium/sulfoxide/sulfinate, Sulfur, Transition metal free

Identifiers

Local EPrints ID: 476934
URI: http://eprints.soton.ac.uk/id/eprint/476934
ISSN: 2168-0485
PURE UUID: a2dde2b4-89b4-4cb7-ae1e-8e6ed723cbe0
ORCID for Gregory J.P. Perry: ORCID iD orcid.org/0000-0001-8173-3369

Catalogue record

Date deposited: 19 May 2023 16:46
Last modified: 06 Jun 2024 02:17

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Contributors

Author: Gregory J.P. Perry ORCID iD
Author: Hideki Yorimitsu

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