A Theoretical Study on the Reaction Pathways and the Mechanism of 1,3-Dipolar Cycloaddition of Vinyl Acetylene and Methyl Azide.

A Theoretical Study on the Reaction Pathways and the Mechanism of 1,3-Dipolar Cycloaddition of Vinyl Acetylene and Methyl Azide.
Comb Chem High Throughput Screen. 2014 May 21;
Authors: Siadati SA, Mahboobifar A, Nasiri R
Abstract
To synthesize a heterocyclic compound, 1,3-dipolar cycloaddition procedure is as one of the most widely practiced methods. Although it seems very simple, but, there are numerous precursors of heterocyclic molecules that have more than one positions to react with a 1, 3-dipole species. As a result, while using a precursor with more than one position for reaction, it is probable to synthesis several products with different structures. This paper studies all possible interactions of vinyl acetylene, which have tow position for reaction, with methyl azide. This reaction could lead to the emergence of any 1, 3-dipolar cycloaddition products. Our ultimate goal is to help researchers to find out how precursors containing both carbon-carbon double, and the triple bond interact with 1,3-dipolar species. The present study has used the DFT calculations at B3LYP/6-311++G(3df,pd) level to check all probable interactions between vinyl acetylene and methyl azide, and determine Potential Energy Surface, and optimize all species.
PMID: 24852164 [PubMed - as supplied by publisher]

Source: Combinatorial Chemistry and High Throughput Screening - May 21, 2014 Category: Chemistry Authors: Siadati SA, Mahboobifar A, Nasiri R Tags: Comb Chem High Throughput Screen Source Type: research