Abstract
1,3–dipolar cycloaddition reactions are the ones which have been widely used for many years in the synthesis of five–membered heterocyclic compounds, take an important place in organic chemistry. Even though they are very useful, they have been used in the synthesis of significant natural products since early 1980s. In this study, we examined intramolecular synthesis of tricyclic products with the Click Reaction mechanisms, theoretically. The use of azide substituted five and six membered cyclic starting materials and provided obtaining heterotricyclic compounds in one step. Derivatization was performed by changing the ring size (m) and varying substitüent (R). The reaction coordinates for all reactions were formed upon finding intermediates and transition states.
Highlights
Cycloaddition reaction is a type of addition reactions classified under chemical pericyclic reactions (1)
Two molecules with π–bonds get into reaction and as a result two new σ bonds are formed and transformed into a cyclic structure
This study has importance from the viewpoint of the realization of Click reaction without catalyst. It aims at theoretical synthesis in one step of three rings fused together as a result of intramolecular Click reaction
Summary
Cycloaddition reaction is a type of addition reactions classified under chemical pericyclic reactions (1). If ring systems are formed as a result of addition reactions, cycloaddition is possible. Two molecules with π–bonds get into reaction and as a result two new σ bonds are formed and transformed into a cyclic structure. With the use of substituents which change in the reaction new compounds with cyclic structure could be synthesized. For this reason, cycloaddition reactions have a wide spectrum of application (2). Azide-alkyne 1,3-dipolar cycloaddition reaction is known as “Huisgen Cycloaddition Reaction” (3). Azide-alkyne, on the other hand, described 1,3 dipolar cycloaddition reaction as the best example of Click reaction (4)
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