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The annular tautomerism of imidazoles and pyrazoles: The possible existence of nonaromatic forms

✍ Scribed by Ibon Alkorta; José Elguero; Joel F. Liebman


Book ID
106538035
Publisher
Springer
Year
2006
Tongue
English
Weight
266 KB
Volume
17
Category
Article
ISSN
1040-0400

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The reactions of α,β-unsaturated nitriles (1, 9, 12) as bielectrophiles with aminoazoles (2, 4, 6) as binucleophiles were investigated. Acrylonitrile (1) reacts almost exclusively in a chemoselective Michael-type addition yielding the substituted azoles 3, 5 and 7, respectively. Cinnamonitriles 9a,b