Journal
MONATSHEFTE FUR CHEMIE
Volume 152, Issue 11, Pages 1369-1375Publisher
SPRINGER WIEN
DOI: 10.1007/s00706-021-02856-x
Keywords
Isocyanides; Isonicotinamide; Pentafluoropyridine; Emidoyl fluoride; Aromatic nucleophilic substitution
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Funding
- Vali-e-Asr University of Rafsanjan
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The reactivity of some isocyanides with pentafluoropyridine under basic conditions in dry dimethyl sulfoxide was investigated, revealing different selectivity in the reactions. The structures of all compounds were confirmed through various spectroscopic methods and elemental analysis.
Reactivity of some isocyanides with pentafluoropyridine under basic conditions in dry dimethyl sulfoxide was investigated. The reaction of pentafluoropyridine with toluenesulfonylmethyl isocyanide (TosMIC) was less selective, but the reactions of other isocyanides with pentafluoropyridine gave the desired 2,3,5,6-tetrafluoro-N-substituted isonicotinamide. The structures of all the compounds were confirmed by IR, H-1 NMR, F-19 NMR, and C-13 NMR spectroscopy, X-ray crystallography as well as elemental analysis.
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