Journal
ORGANIC LETTERS
Volume 17, Issue 11, Pages 2708-2711Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01123
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Funding
- National Natural Science Foundation of China [21472043, 21272070]
- Key Project in the National Science & Technology Pillar Program of China in the twelfth five-year plan period [2011BAE06B01-15]
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A novel and efficient CuI-catalyzed synthesis of 2,3,5-trisubstituted furans was developed via coupling cyclization of gem-difluoroalkenes with active methylene carbonyl compounds such as 1,3-dicarbonyl compounds, acetoacetonitrile, and phenylsulfonylacetone with the assistance of a base. Commercial availability of substrates or reagents, good to high isolated yields, and excellent functional group compatibility make this transformation a powerful tool for the synthesis of various furans. A plausible mechanism involving the allenyl ketone is suggested.
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