Journal
RSC ADVANCES
Volume 3, Issue 27, Pages 10731-10735Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra41376d
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Funding
- Science Foundation Ireland [07/RFP/CHEF394]
- IRCSET Postdoctoral Fellowship
- CSCB
- Science Foundation Ireland (SFI) [07/RFP/CHEF394] Funding Source: Science Foundation Ireland (SFI)
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Electrophilic alpha-cyanation of activated methylene compounds was achieved under mild basic conditions using commercially available TsCN as a CN+ equivalent. A series of 1,3-dicarbonyl compounds, both cyclic and acyclic, were found to be suitable substrates for this transformation. Subjecting 1,1,1-trifluoro-1,3-dicarbonyl compounds to a modified procedure resulted in the formation of alpha-cyano ketones after trifluoroacetyl group fragmentation. An efficient one-pot cyanation/pyrazole formation sequence to 4-cyano pyrazoles from 1,3-diketones has also been developed.
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