Cyclization Reactions of Non-Conjugate Ynones with Propargyl Amine in the Presence of a Catalyst

Authors : Volkan TAŞDEMİR

Pages : 553-570

Doi:10.18596/jotcsa.1064488

View : 17 | Download : 8

Publication Date : 2022-05-31

Article Type : Research Paper

Abstract :In this study, acetate derivatives were obtained from the reaction of acetophenones using diethyl carbonate. The acidic proton of CH2 moiety was abstracted using a suitable base and α-propargyl-β-ketoester insert ignore into journalissuearticles values(non-conjugated ynone); derivatives 3a-c were obtained from the reaction of the acetate derivatives with propargyl bromide. By removing the ester group of α propargyl-β-ketoester derivatives under suitable conditions, α-propargyl acetophenones insert ignore into journalissuearticles values(non-conjugated ynone); 4a-c were obtained. In this study, 6 different unconjugated ynone derivatives were synthesized as starting material with yield in a range of 60-95%. Cyclization reactions with propargyl amine in the presence of three different unconjugated ynone derivatives, metal catalysts were investigated. The synthesis of propargyl pyrroles 7a-c having substituents on C-2 and C-5 was completed.
Keywords : Cyclization, Propargyl amine, Pyrrole, Unconjugated ynone