title: The base-free chemoselective ring opening of epoxides with carboxylic acids using [bmim]Br: a rapid entry into 1,2-diol mono-esters synthesis.
abstract: A facile and highly convenient base-free protocol for the chemoselective preparation of 1,2-diol mono-esters is described. In this method, the regioselective ring opening of epoxides with carboxylic acids in the presence of [bmim]Br furnishes the corresponding 1,2-diol mono-esters in excellent yields. This method is efficient for various structurally diverse epoxides and carboxylic acids and it can be efficiently applied for the scale up synthesis of 1,2-diol mono-esters in reasonable to good yields. [bmim]Br remarkably influences the reaction progress and acts as both solvent and catalyst in this protocol.
authors.affiliation: Department of Chemistry, Shiraz University of Technology, Shiraz 71555-313, Iran. soltani@sutech.ac.ir
authors.forename: Mohammad Navid Soltani
authors.initials: MN
authors.lastname: Rad
authors.forename: Somayeh
authors.initials: S
authors.lastname: Behrouz
mesh_terms: D000438:Alcohols; D001966:Bromine / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis*; D052578:Ionic Liquids / Q000737:chemistry; D015394:Molecular Structure; D012997:Solvents
chemical_list: D000438:Alcohols; D002264:Carboxylic Acids; D004852:Epoxy Compounds; D004952:Esters; D052578:Ionic Liquids; D012997:Solvents; D001966:Bromine