Palladium-catalyzed intramolecular δ-lactam formation of aryl halides and amide-enolates:: Syntheses of cherylline and latifine

被引:76
|
作者
Honda, T [1 ]
Namiki, H [1 ]
Satoh, F [1 ]
机构
[1] Hoshi Univ, Fac Pharmaceut Sci, Shinagawa Ku, Tokyo 1428501, Japan
关键词
D O I
10.1021/ol0155337
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Palladium-catalyzed intramolecular carbon-carbon bond formation of aryl halides and amide enolates gave 4-arylisoquinoline derivatives in good yields, which were further converted into the isoquinoline alkaloids cherylline and latifine.
引用
收藏
页码:631 / 633
页数:3
相关论文
共 50 条
  • [41] PALLADIUM-CATALYZED AMIDATION OF ARYL, HETEROCYCLIC, AND VINYLIC HALIDES
    SCHOENBE.A
    HECK, RF
    JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23): : 3327 - 3331
  • [42] Intramolecular Palladium-Catalyzed Ring Opening of Oxabenzonorbornadienes with C1-Tethered Aryl Halides
    Koh, Samuel
    Pounder, Austin
    Brown, Elizabeth
    Tam, William
    ORGANIC LETTERS, 2020, 22 (09) : 3433 - 3437
  • [43] Synthesis of 1-aryl-1H-indazoles via palladium-catalyzed intramolecular amination of aryl halides
    Lebedev, AY
    Khartulyari, AS
    Voskoboynikov, AZ
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (02): : 596 - 602
  • [44] Palladium-catalyzed inter- and intramolecular coupling reactions of aryl and vinyl halides mediated by indium
    Lee, PH
    Seomoon, D
    Lee, K
    ORGANIC LETTERS, 2005, 7 (02) : 343 - 345
  • [45] Palladium-catalyzed intramolecular γ-lactam formation of an aryl halide and an enolate:: synthesis of isoindolobenzazepine alkaloids, lennoxamine, 13-deoxychilenine, and chilenine
    Honda, T
    Sakamaki, Y
    TETRAHEDRON LETTERS, 2005, 46 (40) : 6823 - 6825
  • [46] Palladium-catalyzed direct arylation of aryl methyl sulfoxides with aryl halides
    Jia, Tiezheng
    Peraza, Ana I. Bellomo
    Dreher, Spencer D.
    Walsh, Patrick J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [47] Palladium-catalyzed synthesis of arylamines from aryl halides and lithium bis(trimethylsilyl)amide as an ammonia equivalent
    Lee, S
    Jorgensen, M
    Hartwig, JF
    ORGANIC LETTERS, 2001, 3 (17) : 2729 - 2732
  • [48] 2-(Trimethylsilyl)ethanesulfonyl amide as a new ammonia equivalent for palladium-catalyzed amination of aryl halides
    Anjanappa, Prakash
    Mullick, Dibakar
    Selvakumar, Kumaravel
    Sivakumar, Manickam
    TETRAHEDRON LETTERS, 2008, 49 (31) : 4585 - 4587
  • [49] Recent advances and prospects in the palladium-catalyzed cyanation of aryl halides
    Neetha, Mohan
    Afsina, C. M. A.
    Aneeja, Thaipparambil
    Anilkumar, Gopinathan
    RSC ADVANCES, 2020, 10 (56) : 33683 - 33699
  • [50] Palladium-catalyzed carbonylation of aryl halides in ionic liquids.
    Hayashi, T
    Mizushima, E
    Tanaka, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U615 - U616