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ChemInform Abstract: Different Approaches to the Use of 3-Acetyl-2-amino-4-hydroxy-1,3- pentadienecarbonitrile in Heterocyclic Synthesis.

✍ Scribed by V. A. DOROKHOV; O. G. AZAREVICH; V. S. BOGDANOV; L. S. VASIL'EV

Publisher: John Wiley and Sons
Year: 2010
Weight: 30 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199730046

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✦ Synopsis

Different Approaches to the Use of 3-Acetyl-2-amino-4-hydroxy-1,3pentadienecarbonitrile in Heterocyclic Synthesis.

-Two different approaches to the reaction of the title pentadienecarbonitrile (I) with dimethylformamide dimethylacetal (II) are presented. The pure compound (I) reacts as C-nucleophile yielding the condensation product (III) which in the presence of ammonia cyclizes furnishing pyridine (IV). In contrast,with the corresponding boron complex (V) the attack takes place at a methyl group to form complex (VI). During heating the quinoline (VII) is obtained via a cyclized nitrile intermediate. -(DOROKHOV, V.

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