Reactions of polymerization-resistant 1,2-dithiolanes with lithiated oxygen heterocycles

被引：0
|
作者：
Tazaki, M
Hieda, T
Maeda, H
Nagahama, S
Jyo, A
机构：
[1] Kumamoto Inst Technol, Dept Ind Chem, Kumamoto 860, Japan
[2] Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 860, Japan
来源：
HETEROATOM CHEMISTRY | 1998年 / 9卷 / 03期
关键词：
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Lithiated furans have been found to cleave the S-S bond of polymerization-resistant 1,2-dithiolanes to give the ring opened products in good yields. In the case of lithiated benzofuran, the excess reagent reacted with the normal product to give a mixture. Lithiated dihydrofuran and dihydropyran gave the corresponding ring-opened products that rearranged to spiro-1,3-dithianes during acidic workup. The reaction was applied to the selective synthesis of substrates for intramolecular Diels-Alder reactions. (C) 1998 John Wiley & Sons, Inc.
引用
收藏
页码：281 / 287
页数：7
相关论文
共 50 条
  • [1] Reaction of polymerization-resistant 1,2-dithiolanes with sulfonium ylides
    Tazaki, M
    Kumakura, M
    Nagahama, S
    Takagi, M
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1995, 106 (1-4): : 227 - 232
  • [2] Reaction of polymerization-resistant 1,2-dithiolanes with lithiated picolines: Simple ring opening and 1,3-dithiane formation
    Tazaki, M
    Okai, S
    Hieda, T
    Nagahama, S
    Takagi, M
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1996, 112 (1-4): : 101 - 108
  • [3] Reaction of a Polymerization-Resistant 1,2-Dithiolane with Lithiated Nitrogen Heterocycles
    Tazaki, N.
    Hieda, T.
    Maeda, H.
    Nagahama, S.
    Heteroatom Chemistry, 9 (03):
  • [4] Reaction of a polymerization-resistant 1,2-dithiolane with lithiated nitrogen heterocycles
    Tazaki, M
    Hieda, T
    Maeda, H
    Nagahama, S
    Jyo, A
    HETEROATOM CHEMISTRY, 1998, 9 (03) : 289 - 294
  • [5] Reaction of polymerization-resistant 1,2-dithiolanes with sulfoxonium ylides. New method for 1,3-dithiane synthesis
    Tazaki, M
    Yamada, M
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1996, 116 : 253 - 259
  • [6] The Many Ways for Reversible Polymerization of 1,2-Dithiolanes
    Wang, Bang-Sen
    Qu, Da-Hu
    CHEMISTRY LETTERS, 2023, 52 (06) : 496 - 502
  • [7] OXIDATION OF 1,2-DITHIOLANES
    LINDBERG, B
    BERGSON, G
    ARKIV FOR KEMI, 1965, 23 (3-4): : 319 - +
  • [8] REDUCTIVE PHOSPHORYLATION OF 1,2-DITHIOLANES WITH DIALKYL PHOSPHITES
    TAZAKI, M
    NAGAHAMA, S
    TAKAGI, M
    CHEMISTRY LETTERS, 1988, (10) : 1619 - 1622
  • [9] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF THE FUNCTIONAL-DERIVATIVES OF 3-(DIMETHYLAMINOMETHYL)-1,2-DITHIOLANES AND 4-(DIMETHYLAMINOMETHYL)-1,2-DITHIOLANES
    UNEME, H
    MITSUDERA, H
    YAMADA, J
    KAMIKADO, T
    KONO, Y
    MANABE, Y
    NUMATA, M
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1992, 56 (10) : 1623 - 1631
  • [10] Structurally Dynamic Hydrogels Derived from 1,2-Dithiolanes
    Barcan, Gregg A.
    Zhang, Xiangyi
    Waymouth, Robert M.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (17) : 5650 - 5653
12345