Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 14, Pages 5915-5921Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00760
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Funding
- Natural Science Foundation of China (NSFC) [21172120, 21472093]
- Tianjin Municipal Science and Technology Commission [14JCYBJC20600]
- National University Student Innovation Program [201510055118]
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An efficient method for the synthesis of epoxides from carbonyl compounds, sulfoxides, and benzyne is presented. The strategy involved an epoxidation by a sulfur ylide which is formed in situ from sulfoxide and benzyne through the S-O bond insertion and deprotonation. This one-pot reaction proceeds under mild and base-free conditions, providing a convenient way to introduce the substituted methylene groups onto the carbonyl carbon.
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