Syntheses of Medium- and Large-membered Heterocycles Containing Trisulfide Bond(s)

DOI

Bibliographic Information

Other Title
  • トリスルフィド結合を含有する中・大員環化合物の合成

Description

The reaction of CH2I2 with two molar amounts of 2,2-bis(diethylamino)ethan-2-ylium-1-dithioate (1) in CH2Cl2 at RT provided the water-soluble bis-carbenium salt (2) in 82% yield. Treatment of (2) with aqueous Na2S in H2O/Me2CO below 0 °C resulted in the precipitation of the crystalline product. The mere filtration of the crystals gave a 1,2,3,5,7-pentatiocane derivative (3) in 94% yield. In similar ways, starting from &alpha, &alpha'-dibromo-o-, m-, and p-xylenes, trisulfides (7), (8), and (9), which have 11, 12, and 13 membered-rings, respectively, were obtained in excellent overall yields. Some other cyclic trisulfides were synthesized in similar ways.

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Details 詳細情報について

  • CRID
    1390282680531488256
  • NII Article ID
    130004644630
  • DOI
    10.11494/kisoyuki.16.0.1089.0
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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