Cycloaddition reactions are one of the greatest types of pericyclic reactions that involve in the formation of a cyclic product by the reaction of two or more unsaturated molecules resulting the reduction of multiplicity of bonds. The Huisgen 1, 3 -dipolar cycloaddition results in the formation of a five membered hetero ring by the reaction of a dipolarophile with a 1, 3-dipolar compound. These heterocycles show unique biological properties. We investigated a synthetic pathway for the [3+2] cycloaddition reaction between gem-dicyano phenyl epoxide with diethyl (E)-2-fluoromaleate to synthesize 2, 2-dicyano-3, 4-diethoxycarbonyl-4-fluoro-5-phenylfuran. The high electronegativity, small atomic radius and low polarizability of the C-F bond are the unique properties of the fluorine atom that contribute to make more fluoro-organic compounds. The replacement of a C-H bond or C-O bond with a C-F bond often brings out particular properties like increased metabolic stability, higher binding to target molecules, and enhanced hydrophobicity and membrane potential
|Commitee:||Khazaeli, Sadegh, Shaw, Michael, Voss, Eric J.|
|School:||Southern Illinois University at Edwardsville|
|School Location:||United States -- Illinois|
|Source:||MAI 53/06M(E), Masters Abstracts International|
|Subjects:||Inorganic chemistry, Organic chemistry, Nuclear chemistry|
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