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Redox-Neutral Organometallic Elementary Steps at Bismuth: Catalytic Synthesis of Aryl Sulfonyl Fluorides

delete2021-12-16
delete65
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OA
AI
M
Marc Magre
J
Josep Cornellà *
DOI:10.1021/jacs.1c11463delete
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Abstract

Abstract

En 中文
A Bi-catalyzed synthesis of sulfonyl fluorides from the corresponding (hetero)aryl boronic acids is presented. We demonstrate that the organobismuth(III) catalysts bearing a bis-aryl sulfone ligand backbone revolve through different canonical organometallic steps within the catalytic cycle without modifying the oxidation state. All steps have been validated, including the catalytic insertion of SO2 into Bi-C bonds, leading to a structurally unique O-bound bismuth sulfinate complex. The catalytic protocol affords excellent yields for a wide range of aryl and heteroaryl boronic acids, displaying a wide functional group tolerance.
Keywords:
BORONIC ACIDS
REACTIVITY
HALIDES
INSERTION
DIOXIDE
SULFOXIMINES
DERIVATIVES
SULFIMIDES
SULFOXIDES
IMINATION
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Journal

Journal of the American Chemical Society cover
Journal of the American Chemical Society
IF:
15.6
Papers:
20.0W
Citations:
60.2W

Organization

M
Max Planck Society
Scholars:
8.2W
Papers: 7.7W
Citations: 3.3W
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