Kinetic and mechanistic studies of pyridine-catalyzed selenolactonization of 2-cyclopentene-1-acetic acid

Abstract

In addition to the wide range of reagents that can be used in intramolecular cyclization reactions of unsaturated substrates like alcohols, acids and amines, phenylselenyl halides represent very useful reagents due to the high regioselectivity of these reactions as well as mild reaction conditions. (Denmark, 2006:71). The purpose of this research was to obtain synthetically very useful bicyclic lactone by intramolecular cyclization of 2-cyclopentene-1-acetic acid by PhSeCl and PhSeBr as reagents. Also, the aim of this study was to improve the reaction yields and selectivity through the optimization of reaction conditions and investigation of kinetic and mechanism of these reactions.