1,3-Dibromo-5,5-dimethylhydantoin as a new imidazolidine dehydrogenating agent:: Synthesis of 4,5-dihydro-1H-imidazolium salts

被引：0
|
作者：
Caterina, MC [1 ]
Figueroa, MA [1 ]
Perillo, IA [1 ]
Salerno, A [1 ]
机构：
[1] Univ Buenos Aires, Fac Pharm & Biochem, Dept Organ Chem, RA-1113 Buenos Aires, DF, Argentina
来源：
HETEROCYCLES | 2006年 / 68卷 / 04期
关键词：
imidazolidine; 1H-4,5-dihydroimidazolium salt; dehydrogenation; 1,3-dibromo-5,5-dimethylhydantoin; heterocycle;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A study about the scope of the method for the attainment of 4,5-dihydro-1H-imidazolium salts by dehydrogenation of N,N'-dibenzyl- and N-aryl-N'-benzylimidazolidines is presented. Employed dehydrogenating agents were N-bromoacetamide (NBA), N-bromosuccinimide (NBS), carbon tetrachloride and 1,3-dibromo-5,5-dimethylhydantoin (DBDMH). DBDMH was the choice reagent due to the purity of the attained products, lowest reaction times and highest yields.
引用
收藏
页码：701 / 712
页数：12
相关论文
共 50 条
  • [31] One-pot syntheses of α,α-dibromoacetophenones from aromatic alkenes with 1,3-dibromo-5,5-dimethylhydantoin
    Wu, Ping
    Xu, Senhan
    Xu, Hao
    Hu, Haiyan
    Zhang, Wei
    TETRAHEDRON LETTERS, 2017, 58 (07) : 618 - 621
  • [32] An efficient method for the cleavage of tert-butyldiphenylsilyl ethers catalyzed by 1,3-dibromo-5,5-dimethylhydantoin
    Han, Zong
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2022, 41 (01) : 51 - 62
  • [33] 1,3-Dibromo-5,5-dimethylhydantoin (DBH)/DMSO mediated oxidative difunctionalization of styrenes: Microfluidic synthesis of pentafluorophenoxy ketone
    Xu, Jia
    Hua, Jiawei
    Bian, Mixue
    Li, Yuguang
    He, Wei
    Yang, Zhao
    Liu, Chengkou
    Fang, Zheng
    Guo, Kai
    TETRAHEDRON LETTERS, 2021, 67
  • [34] Aminobromination of ethyl α-cyanocinnamate derivatives with 1,3-dibromo-5,5-dimethylhydantoin(DBDMH) as nitrogen and halogen sources
    Zhanguo Chen
    Yali Liu
    Junli Hu
    De’e Liu
    Chemical Research in Chinese Universities, 2015, 31 : 65 - 70
  • [35] Efficient One-Pot 1,3-Dibromo-5,5-dimethylhydantoin (DBH)-Catalyzed Synthesis of Highly Substituted Furans
    Ghasemnejad-Bosra, Hassan
    Faraje, Mohammad
    Habibzadeh, Setareh
    HELVETICA CHIMICA ACTA, 2009, 92 (03) : 575 - 578
  • [36] 1,3-Dibromo-5,5-dimethylhydantoin as an efficient homogeneous catalyst for the synthesis of 2-arylthiazolines and 2-arylimidazolines
    Hojati, Seyedeh Fatemeh
    Mohammadpoor-Baltork, Iraj
    Maleki, Behrooz
    Gholizadeh, Mostafa
    Shafiezadeh, Fatemeh
    Haghdoust, Mahnaz
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 2010, 88 (02): : 135 - 141
  • [37] SELECTIVE HALOFLUORINATION OF ALKENES WITH TETRABUTYLPHOSPHONIUM DIHYDROGENTRIFLUORIDE IN COMBINATION WITH N-HALOSUCCINIMIDE OR 1,3-DIBROMO-5,5-DIMETHYLHYDANTOIN
    UCHIBORI, Y
    UMENO, M
    SETO, H
    YOSHIOKA, H
    CHEMISTRY LETTERS, 1993, (04) : 673 - 676
  • [38] One-pot synthesis of α,β-dehydroamino derivatives from β,β-dicyanostyrene with 1,3-dibromo-5,5-dimethylhydantoin promoted by mild base
    Zhanguo Chen
    Manfei Du
    Wei Xia
    Junli Hu
    Chemical Research in Chinese Universities, 2016, 32 : 68 - 75
  • [39] One-pot Synthesis of α,β-Dehydroamino Derivatives from β,β-Dicyanostyrene with 1,3-Dibromo-5,5-dimethylhydantoin Promoted by Mild Base
    Chen Zhanguo
    Du Manfei
    Xia Wei
    Hu Junli
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2016, 32 (01) : 68 - 75
  • [40] Synthesis of 2-amino-5-substituted-1,3,4-oxadiazoles using 1,3-dibromo-5,5-dimethylhydantoin as oxidant
    Rivera, Nelo R.
    Balsells, Jaume
    Hansen, Karl B.
    TETRAHEDRON LETTERS, 2006, 47 (28) : 4889 - 4891
12345