ISSN:
0170-2041
Keywords:
Nitriles
;
Nitro compounds
;
Benzonitriles, 3-nitro
;
Pyrylium salts
;
Nitroacetonitrile
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Ring Transformations of Heterocyclic Compounds, VI. - 3-Nitrobenzonitriles from 2,4,6-Triarylpyrylium Salts and Nitroacetonitrile2,4,6-Triarylpyrylium salts 1 react with nitroacetonitrile in the presence of sodium acetate, triethylamine, triethylamine/acetic acid or piperidine acetate to give 3-nitrobenzonitriles 2. In the course of this 2 6-[C5 + C] pyrylium ring transformation a nitro group is shifted to C-3 of the benzene ring formed. Structural elucidation of the reaction products 2 is based on an X-ray structure determination of the methoxyphenyl derivative 2c.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1993199301183
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