Photoredox-Catalyzed α‑Sulfonylation of Ketones from Sulfur Dioxide and Thianthrenium Salts
A photoredox-catalyzed sulfonylation of silyl enol ethers with DABCO·(SO2)2 and thianthrenium salts is achieved, providing diverse β-keto sulfones in moderate to good yields. This protocol features easily accessible starting materials and good functional group compatibility, enabling the introductio...
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Published in | Organic letters Vol. 24; no. 15; pp. 2955 - 2960 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
United States
American Chemical Society
22.04.2022
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Online Access | Get full text |
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Summary: | A photoredox-catalyzed sulfonylation of silyl enol ethers with DABCO·(SO2)2 and thianthrenium salts is achieved, providing diverse β-keto sulfones in moderate to good yields. This protocol features easily accessible starting materials and good functional group compatibility, enabling the introduction of various functionalized sulfonyl groups into ketones. Furthermore, as one of the important industrial raw materials, methanol can be employed as the methyl source to prepare α-methylsulfonated ketones through a methyl thianthrenium intermediate for the first time. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.2c01132 |