Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 11, Issue 23, Pages 3334-3338Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201601223
Keywords
allyl/propargyl alcohols; gamma-keto sulfones; radical sulfonylation; reaction mechanisms; silver catalysis
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Funding
- NSFC [21522202, 21502017, 21372038]
- Ministry of Education of the People's Republic of China [NCET-13-0714]
- Jilin Provincial Research Foundation for Basic Research [20140519008JH]
- Fundamental Research Funds for the Central Universities [2412015J005, 2412015KJ013]
- Jilin Province Key Laboratory of Organic Functional Molecular Design Synthesis [130028658]
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An efficient Ag2CO3-promoted sulfonylation of allyl/propargyl alcohols with sodium sulfinates has been developed. The reaction tolerates a wide range of functional groups to deliver gamma-keto sulfones in high yields (up to 93%). Propargyl alcohols furnished trimerization product 1,3,5-triaroylbenzenes in the presence of sodium methanesulfinate under the standard conditions. A mechanism involving a sulfonyl radical was suggested.
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