title: A convenient one-pot preparation of 2-methyl-3-(phenylthio- methyl)quinolines from Morita-Baylis-Hillman adducts and their oxidation to the corresponding sulfones.
abstract: A convenient one-pot preparation of 2-methyl-3-(phenylthiomethyl)quinolines from Morita-Baylis-Hillman adducts via conjugate addition of thiols followed by reductive cyclization with Fe/AcOH was developed. The 2-methyl-3-(phenylthiomethyl)quinolines were transformed into 2-methyl-3-(phenylsulfonylmethyl)quinolines via m-CPBA-mediated oxidation.
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88 Sec. 4 Tingchow Road, Taipei 116, Taiwan.
authors.forename: Chintakunta
authors.initials: C
authors.lastname: Ramesh
authors.forename: Po-Min
authors.initials: PM
authors.lastname: Lei
authors.forename: Veerababurao
authors.initials: V
authors.lastname: Kavala
authors.forename: Chun-Wei
authors.initials: CW
authors.lastname: Kuo
authors.forename: Ching-Fa
authors.initials: CF
authors.lastname: Yao
mesh_terms: D019342:Acetic Acid / Q000737:chemistry; D003500:Cyclization; D007501:Iron / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011804:Quinolines / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013450:Sulfones / Q000737:chemistry*
chemical_list: D011804:Quinolines; D013438:Sulfhydryl Compounds; D013450:Sulfones; D007501:Iron; D019342:Acetic Acid