Reaction of tetrafluoroethene oligomers. Part 17. Some reactions of (E/Z)-perfluoro-2,3-dimethylpenta-1,3-diene

Abstract

Perfluoro-2,3-dimethylpenta-1,3-diene has been reacted with cold methanol to afford a monosubstituted product, whereas reaction in methanol containing triethylamine, even at ice temperature, formed a single multisubstituted product containing seven methoxy groups; these products have been fully characterised and their formation rationalised. Reactions of the diene with aniline and substituted anilines formed either pyrroloquinolines, azetines or oxoazetines. A rationalisation of the different reaction pathways in terms of the substitution pattern and electron demand of the substituents in the anilines is presented.

A new entry to the substituted pyrrolo[3,2-c]quinoline derivatives of biological interest by intramolecular heteroannulation of internal imines

“…construction of the pyrrolo [3,2-c]quinoline core starting from a preformed quinoline moiety, 15 fluorinated synthons, 16 substituted hydropyridine, 17 but limitations and/or low overall yields are often encountered. Often, the introduction of a specific substituent, especially in position 4 of the preformed skeleton, required laborious steps coupled with drastic experimental conditions.…”