Synthesis of cyclopentene based spirocyclic compounds via ring closing metathesis and pauson-khand cycloaddition reaction

N-containing heterospirocyclic compounds.is extremely important to synthesize due to its active role in biological, chemical, and pharmaceutical chemistry. The conformational properties of spirocyclic compounds from the quaternary carbon atom are important for organic asymmetric synthesis chemistry and therefore for the synthesis of new pharmaceutical active substances. In addition, it is known that N-containing heterocyclic compounds are found in many useful natural products and are highly effective and widely applied. Due to these features, Ring Closing Metathesis (RCM), one of the important and effective methods of olefin metathesis, was chosen to synthesize azo spiro compounds. Grubbs's second generation catalyst was preferred among Ru-based catalysts for these methods due to their thermal stability and high catalytic activity. On the other hand, the Pauson-Khand reaction, the most effective method for the cyclopentene ring, was preferred and it was used in the presence of NMO for reaction enhancement. According to this information, synthesis of 2-methyl-6-azaspiro [4.5] deca-1,8-diene and benzyl 7-methyl-1-azaspiro[4.4]nona-3,6-diene-1-carboxylate by Ring Closing Metathesis and synthesis of 3-methyl-1',2',4a',5'-tetrahydrospiro[cyclopentane-1,3'-cyclopenta[c]pyridin]-2-en-6'(4'H)-one and benzyl 3-methyl-5'-oxo-3',5',6',6a'-tetrahydro-2'H-spiro[cyclopentane-1,1'-cyclopenta[c]pyrrol]-2-ene-2'-carboxylate via Pauson-Khand reaction. Continuing research on chirally spiro structures, which we have successfully synthesized, is aimed to help with new drug discoveries from drug chemistry, synthesis chemistry, and N-containing hetero spiro compounds.