DIRECTION OF HETEROCYCLIZATION IN THE INTERACTION OF SEMICYCLIC 1,5-DIKETONES WITH BIFUNCTIONAL NUCLEOPHILES

Article abstract of DOI:10.1007/BF00506971

In the interaction of a series of 1-aryl-3-R-3-(2'-oxo-cycloalkyl)-1-propanones with o-aminophenol and o-phenylenediamine, depending on the structure of the reacting compounds, derivatives of 1,9a-tetra(tri)-methylene-9-oxa(aza)-4a-aza-1,2,4a,9a-tetrahydrofluorene are formed.The interaction of 1-(o-hydroxyphenyl)- and 1-(o-aminophenyl)-3-R-3-(2'-oxocycloalkyl)-1-propanones with o-aminophenol, o-phenylenediamine, ethanolamine, and ethylenediamine leads to the formation of new heterocyclic systems: 2,7-dioxa-5-azatricyclo<4.3.3.0^1,5>dodecane, 7-oxa-2,5-diazatricyclo<4.3.3.0^1,5>dodecane, and 2,5,7-triazatricyclo<4.3.3.0^1,5>dodecane.