Controllable one-step synthesis of spirocycles, polycycles, and di- and tetrahydronaphthalenes from aryl-substituted propargylic alcohols

被引：59
|
作者：
Huang, Wen [1 ]
Zhen, Pengzhi [1 ]
Zhang, Zhengxing [1 ]
Liu, Ruiting [1 ]
Chen, Zhenxia [1 ]
Zhou, Xigeng [1 ,2 ]
机构：
[1] Fudan Univ, Dept Chem, Shanghai Key Lab Mol Catalysis & Innovat Mat, Shanghai 200433, Peoples R China
[2] State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 17期
关键词：
D O I：
10.1021/jo801210n
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel, convenient, and efficient method has been developed for selective synthesis of spirocycle, polycycle, and di- and tetrahydronaphthalene systems from aryl-substituted propargylic alcohols by FeCl(3)- or TsOH-catalyzed multiple activations of unsaturated C-C bonds and C-H bonds.
引用
收藏
页码：6845 / 6848
页数：4
相关论文
共 50 条
  • [1] One-step synthesis of aryl-capped vinylferrocenes from ferrocene and aryl-substituted oxiranes
    Plazuk, D
    Zakrzewski, J
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (03) : 287 - 290
  • [2] ARYLCARBENES FROM ARYL-SUBSTITUTED DI- AND TRI-CHLOROMETHANES AND LITHIUM
    NEFEDOV, OM
    SHIRYAEV, VI
    JOURNAL OF GENERAL CHEMISTRY USSR, 1967, 37 (06): : 1160 - &
  • [3] ORGANOSELENIUM CHEMISTRY - FACILE ONE-STEP SYNTHESIS OF ALKYL ARYL SELENIDES FROM ALCOHOLS
    GRIECO, PA
    GILMAN, S
    NISHIZAWA, M
    JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (08): : 1485 - 1486
  • [4] A one-step synthesis of gem-difluoroolefins from alcohols
    Xiao, Xuan
    Yao, Xu
    Yu, Jiao
    Tang, Ting
    Xiao, Can
    Gu, Jinying
    Lin, Jin-Hong
    Zheng, Xing
    Xiao, Ji-Chang
    JOURNAL OF FLUORINE CHEMISTRY, 2020, 240
  • [5] Gold-Catalyzed One-Step Practical Synthesis of Oxetan-3-ones from Readily Available Propargylic Alcohols
    Ye, Longwu
    He, Weimin
    Zhang, Liming
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (25) : 8550 - +
  • [6] One-Step Synthesis of Monosilicon-Substituted Norbornenes with Siloxane and Aryl Fragments and Their Polymerization
    M. A. Guseva
    P. P. Lezhnin
    D. A. Alentiev
    K. V. Zaitsev
    M. V. Bermeshev
    Polymer Science, Series C, 2023, 65 : 196 - 205
  • [7] One-Step Synthesis of Monosilicon-Substituted Norbornenes with Siloxane and Aryl Fragments and Their Polymerization
    Guseva, M. A.
    Lezhnin, P. P.
    Alentiev, D. A.
    Zaitsev, K. V.
    Bermeshev, M. V.
    POLYMER SCIENCE SERIES C, 2023, 65 (02) : 196 - 205
  • [8] One-Step Synthesis of Triphenylphosphonium Salts from (Het)arylmethyl Alcohols
    Chalikidi, Petrakis N.
    Magkoev, Taimuraz T.
    Gutnov, Andrey V.
    Demidov, Oleg P.
    Uchuskin, Maxim G.
    Trushkov, Igor V.
    Abaev, Vladimir T.
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (14): : 9838 - 9846
  • [9] One-step method for the synthesis of aryl olefins from aryl aldehydes and aliphatic aldehydes
    Borate, Hanumant B.
    Gaikwad, Supriya H.
    Kudale, Ananada S.
    Chavan, Subhash P.
    Pharande, Shrikant G.
    Wagh, Vitthal D.
    Sawant, Vikram S.
    TETRAHEDRON LETTERS, 2013, 54 (12) : 1528 - 1530
  • [10] NEW ONE-STEP SYNTHESIS OF SULPHENAMIDES FROM ALKYL AND ARYL DISULPHIDES
    BENTLEY, MD
    DOUGLASS, IB
    LACADIE, JA
    WEAVER, DC
    DAVIS, FA
    EITELMAN, SJ
    JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (24): : 1625 - &
12345