The Synthesis And The Optimization Of Process Conditions Of Spiro Heterocyclic Compounds By Pyrazolo Cyclohexanone

The paper focus on the synthesi s of a numb er of novel spiro neterocyclic compounds by the 1,3-dipolar cycloaddition reaction of azomethine ylides, nitrile imine s, and the conjugate addition reaction of )romoform.The 1,3-dipolar cycloaddition reaction of dipolarphiles with exo-cyclic double bonds and azomethine ylides, nitrile imines, and the conjugate addition reaction of dipolarphiles and bromoform provides an effective approach for the synthesis of spiro indazole-indole compounds,spiro ndazole-pyrazole compounds,spiro cyclopropane-indazol compounds.Three classes of novel heterocycle compounds were synthesized by the ,3-dipolar cycloaddition of dipolarphiles and azomethine ylides, nitrile mines,and the conjugate addition of dipolarphiles and bromoform.1.The 1,3-dipolar cycloaddition of azomethine ylide generated in situ rom isatin and sarcosine to 5-arylmethylidene-1-phenyl-6,7-dihydro-1H indazol-4(5H)-ones afforded novel 1’-methyl-4’-(4-aryl)-1-phenyl-6,7-dihydro-dispiro[indazole-5,3’-pyrrolidine-2’,3"-indole]-2",4(1H,1"H)-dio nes in moderate vields.2.The 1,3-dipolar cycloaddition of nitrilimine generated in situ from N’-phenylbenzohydrazonoyl chloride and triethylamine to 5-(arylmethylene)-1-phenyl-6,7-dihydro-1H-indazol-4(5H)-ones afforded novel 4’-(aryl)-1,2’ 5’-triphenyl-2’,4’,6,7-tetrahydrospiro[indazole-5,3’-pyrazol]-4(1H)-ones in moderate vields.3.The conjugate addition of bromoform with (E)-5-arylmethylene-1-)henyl-6,7-dihydro-1H-indazol-4(5H)-one afforded 2,2-dibromo-3-aryl-1’-phenyl-6’,7’-dihydrospiro[cyclopropane-1,5’-indazol]-4’(1’H)-ones in mode -rate yields.The structures of all the products were used optimized process, and characterized thoroughly by NMR, IR,together with X-ray crystallographic inalysis.