title: Investigation of the scope and regiochemistry of alkynylboronate cycloadditions with sydnones.
abstract: The cycloaddition of alkynylboronates and sydnones provides a convenient and highly regioselective method for the synthesis of a broad range of di-, tri-, and tetrasubstituted pyrazole boronic esters. The origins of an observed regiochemical divergence in the reactions of terminal alkynylboronates with their more substituted analogues have been studied by DFT methods.
authors.affiliation: Department of Chemistry, University of Sheffield, Sheffield S3 7HF, United Kingdom.
authors.forename: Duncan L
authors.initials: DL
authors.lastname: Browne
authors.forename: Jérôme F
authors.initials: JF
authors.lastname: Vivat
authors.forename: Andrew
authors.initials: A
authors.lastname: Plant
authors.forename: Enrique
authors.initials: E
authors.lastname: Gomez-Bengoa
authors.forename: Joseph P A
authors.initials: JP
authors.lastname: Harrity
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001897:Boronic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis; D003500:Cyclization; D008958:Models, Molecular; D011720:Pyrazoles / Q000138:chemical synthesis*
chemical_list: D000480:Alkynes; D001897:Boronic Acids; D019086:Bridged Bicyclo Compounds, Heterocyclic; D011720:Pyrazoles