Construction of heterocyclic compounds by use of α-diazophosphonates:: New one-pot syntheses of indoles and isocoumarins

被引:55
作者
Nakamura, Y [1 ]
Ukita, T [1 ]
机构
[1] Tanabe Seiyaku Co Ltd, Discovery Res Lab, Osaka 5328505, Japan
关键词
D O I
10.1021/ol025916k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] alpha-Diazophosphonates, which have extremely useful properties from a synthetic point of view, are disclosed as 1,1-ambiphilic one-carbon building blocks for one-pot construction of various heterocyclic compounds. They are easily prepared and have higher stability by the effect of the phosphoryl group than corresponding alpha-diazocarbonyl compounds. Using this synthon, we have developed a novel, mild, and efficient synthetic method of 2,3-disubstituted indoles and 3,4-disubstituted isocoumarins.
引用
收藏
页码:2317 / 2320
页数:4
相关论文
共 33 条
  • [31] Synthesis of isocoumarins via palladium catalyzed reactions of methyl 2-(2′,2′-dibromovinyl)benzoates
    Wang, L
    Shen, W
    [J]. TETRAHEDRON LETTERS, 1998, 39 (42) : 7625 - 7628
  • [32] Synthesis of the isocoumarin portion of the rubromycins
    Waters, SP
    Kozlowski, MC
    [J]. TETRAHEDRON LETTERS, 2001, 42 (21) : 3567 - 3570
  • [33] ORGANIC-SYNTHESIS WITH ALPHA-DIAZOCARBONYL COMPOUNDS
    YE, T
    MCKERVEY, MA
    [J]. CHEMICAL REVIEWS, 1994, 94 (04) : 1091 - 1160