THE SYNTHESIS OF ALPHA-ACETOXY SULFIDES AND THEIR LEWIS ACID-MEDIATED REACTIONS

被引:11
|
作者
KRAUS, GA
MAEDA, H
机构
[1] Department of Chemistry, Iowa State University, Ames
关键词
MERCURIC ACETATE; SULFIDE; LEWIS ACID; SILANE;
D O I
10.1016/0040-4039(95)00349-H
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-Acetoxy sulfides can be conveniently prepared by the reaction of dithioacetals with mercuric acetate at ambient temperature. They react with allyltrimethylsilane, enol silyl ethers, and cyanotrimethylsilane in the presence of SnCl4 to afford butenyl sulfides, gamma-keto sulfides and alpha-cyano sulfides, respectively.
引用
收藏
页码:2599 / 2602
页数:4
相关论文
共 43 条
  • [21] Lewis acid-mediated β-selective hydrocarboxylation of α,α-diaryl- and α-arylallienes with R3SiH and CO2
    Tanaka, Shinya
    Tanaka, Yuuki
    Chiba, Masafumi
    Hattori, Tetsutaro
    TETRAHEDRON LETTERS, 2015, 56 (24) : 3830 - 3834
  • [22] Lewis acid-mediated defluorinative [3+2] cycloaddition/aromatization cascade of 2,2-difluoroethanol systems with nitriles
    Hsieh, Min-Tsang
    Lee, Kuo-Hsiung
    Kuo, Sheng-Chu
    Lin, Hui-Chang
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (08) : 1605 - 1610
  • [23] Copper-free defluorinative alkylation of allylic difluorides through Lewis acid-mediated C-F bond activation
    Yanai, Hikaru
    Okada, Haruna
    Sato, Azusa
    Okada, Midori
    Taguchi, Takeo
    TETRAHEDRON LETTERS, 2011, 52 (23) : 2997 - 3000
  • [24] A new approach to benzofuran synthesis: Lewis acid mediated cycloaddition of benzoquinones with stilbene oxides
    Kokubo, Ken
    Harada, Kenji
    Mochizuki, Eiko
    Oshima, Takumi
    TETRAHEDRON LETTERS, 2010, 51 (06) : 955 - 958
  • [25] Lewis Acid Mediated Selective Monohydrolysis of Geminal Diesters: Synthesis of Functionalized Malonic Acid Half Esters
    Ilangovan, Andivelu
    Kumar, Rajendran Ganesh
    Kaushik, Mahabir Prasad
    SYNLETT, 2012, (14) : 2093 - 2097
  • [26] Stereoselective synthesis and Lewis acid mediated functionalization of novel 3-methylthio-β-lactams
    Bari, Shamsher S.
    Reshma
    Bhalla, Aman
    Hundal, Geeta
    TETRAHEDRON, 2009, 65 (48) : 10060 - 10068
  • [27] Lewis-Acid-Mediated One-Pot Tandem Reactions for Synthesis of Structurally Diverse Furo[3,2-c]coumarins
    Chen, Zhiwei
    Zeng, Piaopiao
    Zhang, Shuo
    Huang, Xiaoxiao
    CHEMISTRYSELECT, 2021, 6 (18): : 4539 - 4543
  • [28] Effects of metal cations in Lewis acid-surfactant combined catalyst-mediated aldol reactions in water
    Manabe, K
    Kobayashi, S
    SYNLETT, 1999, (05) : 547 - 548
  • [29] Lewis Acid Promoted Friedlander Condensation Reactions between Anthranilonitrile and Ketones for the Synthesis of Tacrine and its Analogues
    da Costa, Jesse S.
    Pisoni, Diego S.
    da Silva, Claudia B.
    Petzhold, Cesar L.
    Russowsky, Dennis
    Ceschi, Marco A.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2009, 20 (08) : 1448 - 1454
  • [30] One-step novel synthesis of methylene bisphenols and methylene bisnaphthols using Lewis acid mediated rearrangement
    Kumar, Sandeep
    Mehta, Shilpika Bali
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2022, 99 (01)