Gold-catalyzed regiospecific intermolecular hydrothiolation of allenes

被引:31
|
作者
Menggenbateer [1 ]
Narsireddy, Meda [1 ]
Ferrara, Giovanni [1 ]
Nishina, Naoko [1 ]
Jin, Tienan [1 ,2 ]
Yamamoto, Yoshinori [1 ,2 ]
机构
[1] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, WPI AIMR, Sendai, Miyagi 9808577, Japan
关键词
INTRAMOLECULAR ASYMMETRIC HYDROAMINATION; ALKYNES; HYDROALKOXYLATION; ALLYLATION; PRONUCLEOPHILES; BENZENETHIOL; COMPLEXES; EFFICIENT; ROUTE; BONDS;
D O I
10.1016/j.tetlet.2010.06.125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
AuBr3-catalyzed regiospecific intermolecular hydrothiolation of aromatic allenes and aromatic thiols afforded the corresponding dithioacetals in good yields at 0 degrees C in 5 min. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4627 / 4629
页数:3
相关论文
共 50 条
  • [41] Gold-Catalyzed Regiodivergent [2+2+2]-Cycloadditions of Allenes with Triazines
    Peng, Shiyong
    Cao, Shengyu
    Sun, Jiangtao
    ORGANIC LETTERS, 2017, 19 (03) : 524 - 527
  • [42] Synthesis of Trifluoromethyl-allenes by Gold-Catalyzed Rearrangement of Propargyl Benzyl Ethers
    Boreux, Arnaud
    Lonca, Geoffroy H.
    Riant, Olivier
    Gagosz, Fabien
    ORGANIC LETTERS, 2016, 18 (19) : 5162 - 5165
  • [43] Gold-Catalyzed Carboamination of Allenes by Tertiary Amines Proceeding with Benzylic Group Migration
    Milcendeau, Pierre
    Gandon, Vincent
    Guinchard, Xavier
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (11) : 2893 - 2902
  • [44] Gold-catalyzed regioselective oxidation of terminal allenes: formation of α-methanesulfonyloxy methyl ketones
    Luo, Yingdong
    Zhang, Guozhu
    Hwang, Erik S.
    Wilcoxon, Thomas A.
    Zhang, Liming
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 : 596 - 600
  • [45] Gold-Catalyzed Intermolecular Synthesis of Alkylidenecyclopropanes through Catalytic Allene Activation
    Sabbatani, Juliette
    Huang, Xueliang
    Veiros, Luis F.
    Maulide, Nuno
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (34) : 10636 - 10639
  • [46] Generation of α-Imin Gold Carbenes through Gold-Catalyzed Intermolecular Reaction of Azides with Ynamides
    Shu, Chao
    Wang, Yong-Heng
    Zhou, Bo
    Li, Xin-Ling
    Ping, Yi-Fan
    Lu, Xin
    Ye, Long-Wu
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (30) : 9567 - 9570
  • [47] Mechanistic Intricacies of Gold-Catalyzed Intermolecular Cycloadditions between Allenamides and Dienes
    Montserrat, Sergi
    Faustino, Helio
    Lledos, Agusti
    Mascarenas, Jose L.
    Lopez, Fernando
    Ujaque, Gregori
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (45) : 15248 - 15260
  • [48] Synthesis of azepines by a gold-catalyzed intermolecular [4+3]-annulation
    Shapiro, Nathan D.
    Toste, F. Dean
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (29) : 9244 - +
  • [49] Gold-Catalyzed Intermolecular, anti-Markovnikov Hydroarylation of Methylenecyclopropanes with Indoles
    Timmerman, Jacob C.
    Schmitt, William W.
    Widenhoefer, Ross A.
    ORGANIC LETTERS, 2016, 18 (19) : 4966 - 4969
  • [50] The effect of acceptor-substituted alkynes in gold-catalyzed intermolecular reactions
    Shin, Seunghoon
    PURE AND APPLIED CHEMISTRY, 2014, 86 (03) : 373 - 379