Facile Synthesis of β-Bromostyrenes by Direct Bromination of Styrenes with N-Bromosuccinimide and Sodium Persulfate

被引：8
作者：
Jing, Yi [1 ]
Gao, Yan [1 ]
Zhao, Qianyi [1 ]
Chen, Xuenian [1 ,2 ]
Ma, Yan-Na [1 ]
机构：
[1] Henan Normal Univ, Sch Chem & Chem Engn, Henan Key Lab Boron Chem & Adv Energy Mat, Xinxiang 453007, Henan, Peoples R China
[2] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450001, Henan, Peoples R China
来源：
SYNLETT | 2020年 / 31卷 / 15期
基金：
中国国家自然科学基金;
关键词：
bromination; styrenes; bromosuccinimide; green chemistry; sodium persulfate; bromostyrenes; (E)-BETA-ARYL VINYL HALIDES; OLEFIN CROSS-METATHESIS; ONE-POT SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; CARBOXYLIC-ACIDS; DECARBOXYLATIVE BROMINATION; HALOGENATION; CONVENIENT; CONVERSION; ALKENES;
D O I：
10.1055/s-0040-1707199
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new, direct, efficient, and transition-metal-free method is reported for the synthesis of beta-bromostyrenes from styrenes by using N-bromosuccinimide as the brominating reagent and sodium persulfate (Na2S2O8) as the oxidant. This convenient and concise reaction is practical, operationally simple, and can be adapted for large-scale syntheses.
引用
收藏
页码：1523 / 1526
页数：4
相关论文
共 43 条
  • [1] NXS, Morpholine, and HFIP: The Ideal Combination for Biomimetic Haliranium-Induced Polyene Cyclizations
    Arnold, Andreas M.
    Poethig, Alexander
    Drees, Markus
    Gulder, Tanja
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (12) : 4344 - 4353
  • [2] Decarboxylative bromination of α,β-unsaturated carboxylic acids via an anodic oxidation
    Bi, Mei-Xiang
    Qian, Peng
    Wang, Yu-Kang
    Zha, Zheng-Gen
    Wang, Zhi-Yong
    [J]. CHINESE CHEMICAL LETTERS, 2017, 28 (06) : 1159 - 1162
  • [3] REACTION OF ALKENYLBORONIC ACIDS WITH IODINE UNDER INFLUENCE OF BASE - SIMPLE PROCEDURE FOR STEREOSPECIFIC CONVERSION OF TERMINAL ALKYNES INTO TRANS-1-ALKENYL IODIDES VIA HYDROBORATION
    BROWN, HC
    HAMAOKA, T
    RAVINDRA.N
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (17) : 5786 - 5788
  • [4] VINYLIC ORGANOBORANES .14. A STEREOSPECIFIC SYNTHESIS OF (E)-1-HALO-1-ALKENES FROM 1-ALKYNES
    BROWN, HC
    HAMAOKA, T
    RAVINDRAN, N
    SUBRAHMANYAM, C
    SOMAYAJI, V
    BHAT, NG
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (26) : 6075 - 6079
  • [5] Convenient One-Pot Synthesis of (E)-β-Aryl Vinyl Halides from Benzyl Bromides and Dihalomethanes
    Bull, James A.
    Mousseau, James J.
    Charette, Andre B.
    [J]. ORGANIC LETTERS, 2008, 10 (23) : 5485 - 5488
  • [6] A Convenient Strategy for Remote C-H Bond Halogenation of 8-Aminoquinolines in the C5 Position
    Chen, Xiang-Xiang
    Wang, Jia-Xin
    Ren, Jiang-Tao
    Xie, Hu
    Zhao, Yanxia
    Li, Ya-Min
    Sun, Meng
    [J]. SYNLETT, 2017, 28 (14) : 1840 - 1844
  • [7] Cui Q, 2018, ORG BIOMOL CHEM, V16, P5748
  • [8] PALLADIUM-CATALYZED CONJUGATED DIENE SYNTHESIS FROM VINYLIC HALIDES AND OLEFINIC COMPOUNDS
    DIECK, HA
    HECK, RF
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (08) : 1083 - 1090
  • [9] ervinka O, 1989, COLLECT CZECH CHEM C, V54, P2748
  • [10] Stereoselective Synthesis of Vinyl Iodides through Copper(I)-Catalyzed Finkelstein-Type Halide-Exchange Reaction
    Feng, Xiujuan
    Zhang, Haixia
    Lu, Wenbo
    Yamamoto, Yoshinori
    Almansour, Abdulrahman I.
    Arumugam, Natarajan
    Kumar, Raju Suresh
    Bao, Ming
    [J]. SYNTHESIS-STUTTGART, 2017, 49 (12): : 2727 - 2732
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