Facile one-pot synthesis of oxazolidin-2-ones from phenyl 2-hydroxyalkyl selenides

被引:3
|
作者
Sheng, Shou-Ri [1 ]
Luo, Hai-Rong [1 ]
Huang, Zhen-Zhong [1 ]
Sun, Kang [1 ]
Liu, Xiao-Ling [1 ]
机构
[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330027, Peoples R China
基金
中国国家自然科学基金;
关键词
one-pot synthesis; 2-oxazolidinones; phenyl 2-hydroxyalkyl selenide;
D O I
10.1080/00397910701465420
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel, convenient, efficient, three-step, one-pot synthesis of 2-oxazolidinones from phenyl 2-hydroxyalkyl selenides was developed. Using this methodology, 2-oxazolidinones are obtained in good yields (76-85%) by reaction of phenyl 2-hydroxyalkyl selenides with benzoyl isocyanate and subsequent oxidation/cyclization, followed by hydrolysis with hydrochloric acid solution.
引用
收藏
页码:2693 / 2699
页数:7
相关论文
共 50 条
  • [1] A facile one-pot method for the synthesis of vinyl ethers from 2-hydroxyalkyl phenyl selenides
    Sheng, SR
    Luo, HR
    Sun, WK
    Huang, X
    CHINESE CHEMICAL LETTERS, 2005, 16 (11) : 1421 - 1423
  • [3] A facile one-pot solid-phase synthesis of oxazolidin-2-ones using polymer-supported 2-hydroxyalkyl selenide reagent
    Hu, Qiao-Sheng
    Sheng, Shou-Ri
    Lin, Shu-Ying
    Wei, Mei-Hong
    Xin, Qin
    Liu, Xiao-Ling
    JOURNAL OF CHEMICAL RESEARCH, 2007, (02) : 74 - 75
  • [4] Convenient one-pot synthesis of vinyl ethers from phenyl 2-hydroxyalkyl selenides
    Sheng, SR
    Luo, HR
    Sun, WK
    Liu, XL
    Xin, Q
    Wang, QY
    SYNTHETIC COMMUNICATIONS, 2005, 35 (22) : 2839 - 2845
  • [5] One-pot synthesis of vinyl phosphonates from 2-hydroxyalkyl phenyl selenides with monoethyl esters of phosphonic acid
    Sheng, Shou-Ri
    Sun, Wu-Kang
    Hu, Ming-Gang
    Liu, Xiao-Ling
    Wang, Qiu-Ying
    JOURNAL OF CHEMICAL RESEARCH-S, 2007, (02): : 97 - 99
  • [6] An efficient one-pot synthesis of 2-hydroxyalkyl dithiocarbamates
    Cui, JL
    Ge, ZM
    Cheng, TM
    Li, RT
    SYNTHETIC COMMUNICATIONS, 2003, 33 (12) : 1969 - 1976
  • [7] Synthesis of 2,2-diarylvinyl phenyl selenides by dehydration of 2-hydroxyalkyl phenyl selenides
    Stuhr-Hansen, Nicolai
    HETEROATOM CHEMISTRY, 2018, 29 (04)
  • [8] One-pot Three Component Synthesis of -(oxathiolan-2-thion-5-yl)--oxazolidin-2-ones
    Ghrab, Saad
    Aroua, Lotfi
    Beji, Mohamed
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (04) : 2397 - 2404
  • [9] One-pot conversion of alkenes into oxazolines and oxazolidin-2-ones promoted by diphenyl diselenide
    Tiecco, M
    Testaferri, L
    Marini, F
    Temperini, A
    Bagnoli, L
    Santi, C
    SYNTHETIC COMMUNICATIONS, 1997, 27 (23) : 4131 - 4140
  • [10] New synthesis of oxazolidin-2-ones
    Feroci, M
    Inesi, A
    Mucciante, V
    Rossi, L
    TETRAHEDRON LETTERS, 1999, 40 (33) : 6059 - 6060