Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 5, Pages 2829-2839Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b03261
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Funding
- Scientific Research Fund of Hunan Provincial Education Department [16A087]
- Natural Science Foundation of Hunan Province [2018JJ3208]
- National Natural Science Foundation of China [21602056]
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A novel visible-light-catalyzed sulfonylation/arylation of carbon-carbon sigma-bond with sulfonyl chlorides for the synthesis of 3-sulfonylated 1,2-dihydronaphthalenes is developed. This difunctionalization proceeds via a sequence of C=C bond sulfonylation, C-C sigma-bond cleavage, and intramolecular cyclization, and the experiment result shows that the C-C sigma-bond difunctionalization reaction includes a radical process. This strategy provides a simple and convenient route for difunctionalization of C-C bonds with an aromatic carbon and a sulfonyl radical by one-pot construction of a C-S bond and a new C-C bond.
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