Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 34, Pages 9842-9860Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201601540
Keywords
C-C coupling; C-H activation; S ligands; sulfonium; sulfoxide
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Funding
- EPSRC
- Leverhulme Trust
- Engineering and Physical Sciences Research Council [EP/M005062/1] Funding Source: researchfish
- EPSRC [EP/M005062/1] Funding Source: UKRI
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Sulfoxides are classical functional groups for directing the stoichiometric metalation and functionalization of C-H bonds. In recent times, sulfoxides have been given a new lease on life owing to the development of modern synthetic methods that have arisen because of their unique reactivity. They have recently been used in catalytic C-H activation proceeding via coordination of an internal sulfoxide to a metal or through the action of an external sulfoxide ligand. Furthermore, sulfoxides are able to capture nucleophiles and electrophiles to give sulfonium salts, which subsequently enable the formation of C-C bonds at the expense of C-H bonds. This Review summarizes a renaissance period in the application of sulfoxides arising from their versatility in directing C-H functionalization.
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