Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 11, Pages 6557-6564Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b00999
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Funding
- Program of the Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning, Shanghai Engineering Research Center of Green Energy Chemical Engineering [18DZ2254200]
- National Natural Science Foundation of China [21402119, 21772122]
- Shanghai Rising-Star Program [16QA1403100]
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The efficient and practical nucleophilic cyanation and trifluoromethylation with appropriate trimethylsilyl nucleophiles were developed. Catalytic amounts of cheap and nontoxic Cs2CO3 were used to maintain a sufficiently high concentration of nucleophilic anion (CN- or CF3-) which could begin the catalytic cycle. The present methodologies provide diverse functionalized monofluoroalkenes bearing a cyano and trifluoromethyl group with excellent to moderate stereoselectivities.
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