Generation of sulfones utilizing ß-sulfinyl esters as masked aryl sulfinates under redox-neutral conditions.
Org Biomol Chem
; 22(17): 3381-3385, 2024 May 01.
Article
em En
| MEDLINE
| ID: mdl-38606462
ABSTRACT
A method for generation of SVI sulfones from ß-sulfinyl esters (SIV) under transition-metal-free non-oxidative mild conditions is presented. Various sulfones have been achieved with moderate to excellent yields. The advantage of using ß-sulfinyl esters as masked aryl sulfinates has also been exemplified using brominated substrates. Oxygen isotope-labeling experiments indicated that the oxygen atoms incorporated into the sulfone product come from the sulfoxide of the ß-sulfinyl ester. Successive ß-elimination/O-addition/sulfinate esterification/ß-elimination processes are proposed for the mechanism of generating SVI from SIV.
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MEDLINE
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En
Ano de publicação:
2024
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Article