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
  • [31] A ONE-POT SYNTHESIS OF KETENE DITHIOACETALS FROM ALKYL-HALIDES
    KAYA, R
    BELLER, NR
    SYNTHESIS-STUTTGART, 1981, (10): : 814 - 816
  • [32] Sulfite-promoted one-pot synthesis of sulfides by reaction of aryl disulfides with alkyl halides
    Tang, Ri-yuan
    Zhong, Ping
    Lin, Qiu-lian
    SYNTHESIS-STUTTGART, 2007, 1 (01): : 85 - 91
  • [33] Reductive condensation of azide compounds with aryl halides: One-pot synthesis of aromatic primary amines
    Maejima, Toshihide
    Shimoda, Yutaka
    Nozaki, Kei
    Mori, Shigeki
    Sawama, Yoshinari
    Monguchi, Yasunari
    Sajiki, Hironao
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [34] One-pot synthesis of bromodifluoroacetimidoyl halides and its Suzuki coupling reactions with aryl boronic acids
    Wu, YM
    Li, Y
    Deng, J
    JOURNAL OF FLUORINE CHEMISTRY, 2005, 126 (05) : 791 - 795
  • [35] Clean and fast cross-coupling of aryl halides in one-pot
    Pandarus, Valerica
    Gingras, Genevieve
    Beland, Francois
    Ciriminna, Rosaria
    Pagliaro, Mario
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 : 897 - 901
  • [36] One-Pot Primary Aminomethylation of Aryl and Heteroaryl Halides with Sodium Phthalimidomethyltrifluoroborate
    Murai, Norio
    Miyano, Masayuki
    Yonaga, Masahiro
    Tanaka, Keigo
    ORGANIC LETTERS, 2012, 14 (11) : 2818 - 2821
  • [37] One-pot efficient synthesis of aryl α-keto esters from aryl-ketones
    Zhuang, Jing
    Wang, Changqing
    Xie, Fang
    Zhang, Wanbin
    TETRAHEDRON, 2009, 65 (47) : 9797 - 9800
  • [38] One-Pot two-step synthesis of aryl sulfur compounds by photoinduced reactions of thiourea anion with aryl halides
    Arguello, JE
    Schmidt, LC
    Peñéñory, AB
    ORGANIC LETTERS, 2003, 5 (22) : 4133 - 4136
  • [39] New one-pot procedure for the synthesis of diprotected amino alcohols from unprotected vinyl aziridines
    Righi, Giuliana
    Bovicelli, Paolo
    Tirotta, Ilaria
    TETRAHEDRON LETTERS, 2013, 54 (48) : 6439 - 6442
  • [40] A FACILE ONE-POT SYNTHESIS OF TRIFLUOROMETHYL VINYL ETHERS
    SCHEN, YC
    XIANG, YJ
    JOURNAL OF FLUORINE CHEMISTRY, 1992, 56 (03) : 321 - 324
12345