title: [Reaction of pyridinium and quinolinium salts having the leaving group at the 2- or 4-position with active methylene compounds].
abstract: The reactions of 2- or 4-cyanopyridinium salts with active methylene compounds such as dimethyl malonate, malononitrile, and cyclohexane-1,3-dione affording 2- or 4-(substituted methylene) pyridines are described. Similar reactions of 4-cyano-2-methylthiopyridinium and 4-cyano-2-methylthioquinolinium salts, both of which have two leaving groups, were readily prepared from 4-cyano-1-methyl-2(1H)-pyridone and 4-cyano-1-methyl-2(1H)-quinolone via 4-cyano-1-methyl-2(1H)-thiopyridone and 4-cyano-1-methyl-2(1H)-thioquinolone in two steps, proceeding at the 2- and/or 4-positions on the pyridine or quinoline rings.
authors.affiliation: Tohoku Pharmaceutical University, Sendai City, Japan. refujita@tohoku-pharm.ac.jp
authors.forename: Reiko
authors.initials: R
authors.lastname: Fujita
authors.forename: Masato
authors.initials: M
authors.lastname: Hoshino
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Tojyo
authors.forename: Atsushi
authors.initials: A
authors.lastname: Kimura
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Hongo
mesh_terms: D002625:Chemistry, Organic; D003512:Cyclohexanones / Q000737:chemistry*; D008314:Malonates / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D055601:Organic Chemistry Phenomena; D011726:Pyridinium Compounds / Q000737:chemistry*; D011806:Quinolinium Compounds / Q000737:chemistry*
chemical_list: D003512:Cyclohexanones; D008314:Malonates; D009570:Nitriles; D011726:Pyridinium Compounds; D011806:Quinolinium Compounds; C004636:1,3-cyclohexanedione; C000945:dicyanmethane; C005230:methyl malonate