Synthesis Of Polyheterocycles Research Articles

Regioselective Synthesis of Polyheterocycles From 4-Cyclohex-2-ENYL-3-Hydroxy-1-Methylquinolin-2(1H)-One

Abstract 3-Cyclohex-2-enyl-4-hydroxy-1-methylquinolin-2(1H)-one (5) reacts with pyridine hydrotribromide in CH2Cl2 at 0–5°C for 0.75h to give a furo fused heterocycle 6 in 96% yield. Product 6 on treatment with KOH-EtOH eliminates HBr to give compound 8 which on treatement with Pd-C in refluxing diphenyl ether for 0.5h furnishes benzofuro[3,2-c]quinolone 9 in 90% yield. Substrate 5 on sequential treatment with Ac2O-AcONa and Br2/AcOH followed by KOH-EtOH, however produces bicyclic product 7 in excllent overall yield. Substrate 5 reacts with 1 equivalent of m-chloroperbenzoic acid in refluxing benzene to furnish bicyclic heterocycle 12 in 80% yield and with cold conc. H2SO4 at 0–5°C for 2h generates the bicyclic heterocycle 14 in 90% yield.

Synthesis of polyheterocycles on the basis of poly‐functional monomers and study of their characteristics

AbstractApplication of polyfunctional monomers in the course of polycondensation allows to synthesize different types of polymers using different activity of functional groups. It is possible in this case to vary to a large extent the characteristics of the obtained polymers. The presence of functional groups of different activity in one monomer also allows to modify it by introduction of new fragments for subsequent use in polycondensation or polymerization reactions.The abovementioned is confirmed by the example of using trimellitic anhydride and a number of alicyclic tetracarbonic dianhydrides.Trimellitic anhydride is directly used for synthesis of polymers and also modified for preparation of new derivatives.The perspective of using alicyclic tetracarbonic dianhydrides for synthesis of heterocycles has been shown.Varying the monomer nature and conditions of a polycondensation reaction, polymers with different specific characteristics have been obtained: heat‐resistant, high‐ and low‐fusible, soluble, incombustible, film‐forming, fiber‐forming, binding for glass‐plastics.