Tertiary Amine Catalyzed Rearrangement Reaction Of Arylazosulfones Withβ-Diketones And [2+4] Cycloaddition Of Arylazosulfones With Allenoates

Organic base–promoted reactions based on electron-deficient alkynes or allenes with diverse electrophiles have been become a simple tactics to different compounds.Among the above electrophiles,repored study was generally focused on the substrates involving active C=C,C=N or C=O bonds.Our work employed active azo compounds,such as arylazosulfones,N-acyldiazenes,azo esters,as new electrophiles to participate in organic base-promoted reaction.My study still used arylazosulfones as electrophile to react with β-diketones or active allenes in the presence of organic base to construct complicated organic molecular with dinitrogen atoms,and detailed research work as following:1.A pyridine-catalyzed condensation of β-diketones with arylazosulfones was developed,and this reaction was accomplished through desulfonylative addition and rearrangement process,unexpected azaderivative β-dicarbonyl product was obtained in moderate to good yields.2.A highly efficient DMAP-catalyzed [2+4] cyclization reactions of arylazosulfones with allenoates were developed for the synthesis of multi-substituted pyridazine heterocyclic compounds.These cannulations proceed smoothly under mild conditions to produce a broad range of pyridazine derivatives in good yields.