New One-Pot Synthesis of (E)-β-Aryl Vinyl Halides from Styrenes

被引：51
|
作者：
Pawluc, Piotr [1 ]
Hreczycho, Grzegorz [1 ]
Szudkowska, Justyna [1 ]
Kubicki, Maciej [1 ]
Marciniec, Bogdan [1 ]
机构：
[1] Adam Mickiewicz Univ Poznan, Fac Chem, Dept Organometall Chem, PL-60780 Poznan, Poland
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 15期
关键词：
HIGHLY STEREOSELECTIVE-SYNTHESIS; ALPHA; BETA-UNSATURATED CARBOXYLIC-ACIDS; CATALYTIC HUNSDIECKER REACTION; OLEFIN CROSS-METATHESIS; ORGANIC-SYNTHESIS; TERMINAL ALKYNES; BROMIDES; VINYLSILANES; CONVERSION; REDUCTION;
D O I：
10.1021/ol901233j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new, efficient protocol for the highly stereoselective one-pot synthesis of (E)-beta-aryl vinyl iodides and (E)-beta-aryl vinyl bromides from styrenes based on sequential ruthenium-catalyzed silylative coupling-N-halosuccinimide-mediated halodesilylation reactions is reported.
引用
收藏
页码：3390 / 3393
页数：4
相关论文
共 50 条
  • [41] Tandem one-pot CO2 reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids
    Paridala, Kumaraswamy
    Lu, Sheng-Mei
    Wang, Meng-Meng
    Li, Can
    CHEMICAL COMMUNICATIONS, 2018, 54 (82) : 11574 - 11577
  • [42] One-Pot Synthesis of O-Aryl Carbamates
    Varjosaari, Sami E.
    Suating, Paolo
    Adler, Marc J.
    SYNTHESIS-STUTTGART, 2016, 48 (01): : 43 - 47
  • [43] Sequential One-Pot Coupling Reactions of Diiodobenzenes, Propiolic Acid, and Aryl Halides for the Synthesis of Diarylalkynyl Arenes
    Ryu, Beomseok
    Oh, Jonghoon
    Lee, Sunwoo
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (11) : 1754 - 1759
  • [44] Odorless, convenient and one-pot synthesis of thioethers from organic halides and thiourea
    Monfared, Aazam
    Ahmadi, Sheida
    Rahmani, Zahra
    Nezhad, Parvaneh Delir Kheirollahi
    Hosseinian, Akram
    JOURNAL OF SULFUR CHEMISTRY, 2019, 40 (02) : 209 - 231
  • [45] New one-pot method for the stereoselective synthesis of (E)-[beta(trifluoromethylsulfonyloxy)-alkenyl](aryl) iodonium triflates.
    Kasumov, TM
    Pirguliyev, NS
    Brel, VK
    Grishin, YK
    Zefirov, NS
    Stang, PJ
    TETRAHEDRON, 1997, 53 (38) : 13139 - 13148
  • [46] An efficient one-pot synthesis of 3-aryl-5-methylisoxazoles from aryl aldehydes
    Zhu, Shirong
    Shi, Shuhao
    Gerritz, Samuel W.
    TETRAHEDRON LETTERS, 2011, 52 (31) : 4001 - 4004
  • [47] A NEW AND EFFICIENT ONE-POT PREPARATION OF ALKYL-HALIDES FROM ALCOHOLS
    CAMPS, F
    GASOL, V
    GUERRERO, A
    SYNTHESIS-STUTTGART, 1987, (05): : 511 - 512
  • [48] NEW ONE-POT SYNTHESIS OF ENAMINEDINITRILES
    BERRY, RWH
    DREWRY, PC
    HODSON, HF
    JOURNAL OF CHEMICAL RESEARCH-S, 1988, (03): : 87 - 87
  • [49] An efficient one-pot synthesis of vinyl sulphones via CAN mediated reaction of aryl sulphinates and alkenes
    Nair, V
    Augustine, A
    George, TG
    Nair, LG
    TETRAHEDRON LETTERS, 2001, 42 (38) : 6763 - 6765
  • [50] A new one-pot synthesis of alkynylphosphonates
    Lera, M
    Hayes, CJ
    ORGANIC LETTERS, 2000, 2 (24) : 3873 - 3875
12345