REACTIONS OF CYCLIC ENAMINES WITH DICYANOMETHYLENECYCLOPROPENES. FORMATION OF MEDIUM RING COMPOUNDS AND TRANSANNULATION TO FULVENES

Autor: Tsuge, Otohiko, Okita, Shigeru, Noguchi, Michihiko, Kanemasa, Shuji
Zdroj: Chemistry Letters; June 1982, Vol. 11 Issue: 6 p847-850, 4p
Abstrakt: Several cyclic enamines with five to seven-membered rings react with 2-(1,2-diphenyl-3-cyclopropenylidene)propanedinitrile to give medium ring compounds, showing that the latter is a versatile reagent which can insert three carbon atoms between a- and ß-carbons of cyclic enamines. These medium ring compounds undergo transannular reactions on treatment with hydrochloric acid to yield fulvene derivatives with the elimination of an amine component in the enamine.
Databáze: Supplemental Index