Synthesis of bicyclo[3.3.1]nonane derivatives containing fused heterocyclic rings

Abstract

The condensation reactions of 3,7-dihalobicyclo[3.3.1]nonan-2,6-dione or 3-bromobicyclo[3.3.1]nonan-2-one (racemates) with 4-amino-2,4-dihydro-3H-triazolothione, 2-thiobenzimidazole and thiocarbamide were performed. New compounds containing bicyclo

Different routes for the construction of biologically active diversely functionalized bicyclo[3.3.1]nonanes: an exploration of new perspectives for anticancer chemotherapeutics

“…Thus, when 3-bromobicyclo[3.3.1]nonane-2-one (596) was reuxed with unchanged dinucleophiles (590-592), the desired singly heterocyclized bicyclo[3.3.1]nonanes (597-599) were obtained in high yields (Scheme 133). 296 Tacrine-Huperzine A hybrids also constitute an important series of heterocycle-fused bicyclo[3.3.1]nonanes. As described by Camps and coworkers, these entities (605) could easily be synthesized from bicyclo[3.3.1]nonanes (600) by treating them with differently substituted aminobenzonitriles (601).…”

“…Thus, when 3-bromobicyclo[3.3.1]nonane-2-one ( 596 ) was refluxed with unchanged dinucleophiles ( 590–592 ), the desired singly heterocyclized bicyclo[3.3.1]nonanes ( 597–599 ) were obtained in high yields (Scheme 133). 296…”