title: An effective and general method for the highly regioselective synthesis of 1-phenylpyrazoles from beta-enaminoketoesters, tandem Blaise-acylation adducts.
abstract: An effective and general route for the regioselective synthesis of 1-phenylpyrazoles has been developed from beta-enaminoketoesters prepared by tandem Blaise-acylation. This method is applicable to a very broad range of substrates, generating a diverse set of 3-aryl-5-alkyl, 3-alkyl-5-aryl, 3,5-diaryl, and 3,5-dialkyl substituted pyrazoles regioselectively. The dichotomous regioselective synthesis of isotopically discriminated 3-CD(3)-5-CH(3) and 3-CH(3)-5-CD(3) substituted pyrazoles showcases the power of this protocol.
authors.affiliation: Department of Chemistry and Nano Science (BK21), Ewha Womans University, Seoul 120-750, Korea.
authors.forename: Young Ok
authors.initials: YO
authors.lastname: Ko
authors.forename: Yu Sung
authors.initials: YS
authors.lastname: Chun
authors.forename: Cho-Long
authors.initials: CL
authors.lastname: Park
authors.forename: Youngmee
authors.initials: Y
authors.lastname: Kim
authors.forename: Hyunik
authors.initials: H
authors.lastname: Shin
authors.forename: Sungho
authors.initials: S
authors.lastname: Ahn
authors.forename: Jongki
authors.initials: J
authors.lastname: Hong
authors.forename: Sang-gi
authors.initials: SG
authors.lastname: Lee
mesh_terms: D000215:Acylation; D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D004952:Esters; D007659:Ketones; D009570:Nitriles; D011720:Pyrazoles