2-Pyridone Synthesis Using 2-(Phenylsulfinyl)acetamide

被引：63
作者：
Fujii, Masaya [1 ]
Nishimura, Takuya [1 ]
Koshiba, Takahiro [1 ]
Yokoshima, Satoshi [2 ]
Fukuyama, Tohru [1 ,2 ]
机构：
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Nagoya Univ, Grad Sch Pharmaceut Sci, Chikusa Ku, Nagoya, Aichi 4648601, Japan
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 01期
基金：
日本学术振兴会;
关键词：
DERIVATIVES; ANTAGONISTS; INHIBITORS; RECEPTOR;
D O I：
10.1021/ol303320c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2-Pyridones were prepared by means of an efficient protocol including the 1,4-addition of 2-(phenylsulfinyl)acetamide to alpha,beta-unsaturated ketones followed by cyclization and sulfoxide elimination.
引用
收藏
页码：232 / 234
页数：3
相关论文
共 35 条
  • [1] REACTIONS OF ALPHA,BETA-UNSATURATED KETONES WITH CYANOACETAMIDE
    ALHAJJAR, FH
    JARRAR, AA
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1980, 17 (07) : 1521 - 1525
  • [2] SYNTHESIS OF PERHYDRO-1,4-ETHANO-1,5-NAPHTHYRIDINE AND PERHYDRO-4,7-ETHANOPYRROLO[3,2-B]PYRIDINE DERIVATIVES - POTENTIAL NK1-RECEPTOR ANTAGONISTS - X-RAY MOLECULAR-STRUCTURES OF (4AR,8S,8AR)-6-OXO-8-PHENYLPERHYDRO-1,4-ETHANO-1,5-NAPHTHYRIDINE AND (4AR,7R,8R,8AR)-7,8-DIPHENYLPERHYDRO-1,4-ETHANO-1,5-NAPHTHYRIDINE
    BESIDSKY, Y
    LUTHMAN, K
    CLAESSON, A
    FOWLER, CJ
    CSOREGH, I
    HACKSELL, U
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (04): : 465 - 474
  • [3] HORNER-WADSWORTH-EMMONS REACTION - USE OF LITHIUM-CHLORIDE AND AN AMINE FOR BASE SENSITIVE COMPOUNDS
    BLANCHETTE, MA
    CHOY, W
    DAVIS, JT
    ESSENFELD, AP
    MASAMUNE, S
    ROUSH, WR
    SAKAI, T
    [J]. TETRAHEDRON LETTERS, 1984, 25 (21) : 2183 - 2186
  • [4] From dicarbonylallene to 1-aryl-3,6-dimethyl-4-aminoaryl-2-pyridones: a one-pot versatile and uncatalyzed synthesis
    Boisse, Thomas
    Rigo, Benoit
    Millet, Regis
    Henichart, Jean-Pierre
    [J]. TETRAHEDRON, 2007, 63 (42) : 10511 - 10520
  • [5] 2-pyridones from cyanoacetamides and enecarbonyl compounds: Application to the synthesis of nothapodytine B
    Carles, L
    Narkunan, K
    Penlou, S
    Rousset, L
    Bouchu, D
    Ciufolini, MA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (12) : 4304 - 4308
  • [6] Domino reaction of α-acetyl-α-carbamoyl ketene dithioacetals with vilsmeier reagents:: A novel and efficient synthesis of 4-halogenated 2(1H)-Pyridinones
    Chen, Li
    Zhao, Yu-Long
    Liu, Qun
    Cheng, Chao
    Piao, Cheng-Ri
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (24) : 9259 - 9263
  • [7] NEIGHBORING GROUP PARTICIPATION IN HALOGENATION OF SULFOXIDES
    DURST, T
    TIN, KC
    MARCIL, MJV
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1973, 51 (11): : 1704 - 1712
  • [8] TRICYCLIC PYRIDINE-DERIVATIVES WITH HIGH-AFFINITY TO THE CENTRAL BENZODIAZEPINE RECEPTOR
    FISCHER, U
    MOHLER, H
    SCHNEIDER, F
    WIDMER, U
    [J]. HELVETICA CHIMICA ACTA, 1990, 73 (04) : 763 - 781
  • [9] Grosche P, 1999, SYNTHESIS-STUTTGART, P1961
  • [10] Perampanel: A novel, orally active, noncompetitive AMPA-receptor antagonist that reduces seizure activity in rodent models of epilepsy
    Hanada, Takahisa
    Hashizume, Yutaka
    Tokuhara, Naoki
    Takenaka, Osamu
    Kohmura, Naohiro
    Ogasawara, Aichi
    Hatakeyama, Shinji
    Ohgoh, Makoto
    Ueno, Masataka
    Nishizawa, Yukio
    [J]. EPILEPSIA, 2011, 52 (07) : 1331 - 1340
1234