Iodocyclization of 1,4-dihydropyridines

被引:17
|
作者
Lavilla, R [1 ]
Coll, O [1 ]
Nicolàs, M [1 ]
Bosch, J [1 ]
机构
[1] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain
关键词
cyclization; halogenation; pyridines; oxazolidines;
D O I
10.1016/S0040-4039(98)00912-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iodine (or related species) addition to 1,4-dihydropyridinls, with properly attached substituents at the nitrogen atom, leads to the corresponding 3-iodotetrahydlopyridinium ions, which undergo an internal nucleophilic attack to furnish regio- and stereoselectively iodobi(poly)heterocyclic ring systems in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5089 / 5092
页数:4
相关论文
共 50 条
  • [31] FLUORESCENT 1,4-DIHYDROPYRIDINES - THE MALONDIALDEHYDE CONNECTION
    NAIR, V
    OFFERMAN, RJ
    TURNER, GA
    PRYOR, AN
    BAENZIGER, NC
    TETRAHEDRON, 1988, 44 (10) : 2793 - 2803
  • [32] Synthesis and Aromatization of 1,4-Dihydropyridines in Water
    Xia, Jingjing
    Zhang, Kehua
    Ju, Jun
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2009, 29 (11) : 1849 - 1852
  • [33] Aromatization of 1,4-dihydropyridines with selenium dioxide
    Cai, XH
    Yang, HJ
    Zhang, GL
    CANADIAN JOURNAL OF CHEMISTRY, 2005, 83 (03) : 273 - 275
  • [34] SULFUR-CONTAINING 1,4-DIHYDROPYRIDINES
    OZOLS, Y
    VIGANTE, B
    DUBURS, G
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1994, (11-12): : 1603 - 1618
  • [35] ADDITION REACTIONS UPON 1,4-DIHYDROPYRIDINES
    Teotia, Anil Kumar
    Kumar, Rakesh
    Chandra, Ramesh
    HETEROCYCLIC LETTERS, 2011, 1 (03): : 227 - 233
  • [36] 1,4-DIHYDROPYRIDINES - PREPARATION AND SPECTROSCOPIC PROPERTIES
    SCHROLL, G
    NYGAARD, SP
    LAWESSON, SO
    DUFFIELD, AM
    DJERASSI, C
    ARKIV FOR KEMI, 1969, 29 (06): : 525 - &
  • [37] Organocatalytic Enantioselective Synthesis of 1,4-Dihydropyridines
    Auria-Luna, Fernando
    Marques-Lopez, Eugenia
    Herrera, Raquel P.
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (13) : 2161 - 2175
  • [38] Improved synthesis and aromatization of 1,4-dihydropyridines
    Lu, J
    Bai, YJ
    Yang, BQ
    Ma, HR
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2000, 20 (04) : 514 - 517
  • [39] Solid state photochemistry of 1,4-dihydropyridines
    Memarian, HR
    Mirjafari, A
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (14) : 3423 - 3425
  • [40] DIHYDROPYRIDINES .2. SYNTHESIS OF 1,4-DIHYDROPYRIDINES WITH BRIDGEHEAD NITROGEN
    MEYER, H
    BOSSERT, F
    HORSTMANN, H
    JUSTUS LIEBIGS ANNALEN DER CHEMIE, 1977, (11-1): : 1888 - 1894