A new approach for the synthesis of N-sulfonyl hydantoins

被引：4
|
作者：
Rmedi, Hamdi [1 ]
Baklouti, Ahmed [2 ]
机构：
[1] Fac Sci Bizerte, Jarzouna 7021, Tunisia
[2] Univ Tunis El Manor, Lab Struct Organ Chem, Fac Sci Tunis, Tunis 1092, Tunisia
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 26期
关键词：
Sulfonyl isocyanates; alpha-Bromoacetamides; N-Sulfonyl hydantoins; Aryloxy and alkoxysulfonyl imidazolidine-2,4-diones; SOLID-PHASE SYNTHESIS; PHARMACOLOGICAL CHARACTERIZATION; ANTICONVULSANT ACTIVITY; ANTITUMOR EVALUATION; ACID LY354740; DERIVATIVES; INHIBITORS; POTENT; UREAS;
D O I：
10.1016/j.tetlet.2014.04.110
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two methods are described for the synthesis of a new series of hydantoins using the same reagents. The best process is based on the addition of N-aryloxy(alkoxy)sulfonyl isocyanates to an equimolar mixture of bromoamides and triethylamine dissolved in anhydrous acetone. This reaction is violent and provides the urea salts in situ which are transformed into the corresponding substituted hydantoins. (C) 2014 Published by Elsevier Ltd.
引用
收藏
页码：3585 / 3587
页数：3
相关论文
共 50 条
  • [1] N-Sulfonyl acetylketenimine as a highly reactive intermediate for the synthesis of N-sulfonyl amidines
    Yang, Weiguang
    Huang, Dayun
    Zeng, Xiaobao
    Luo, Dongping
    Wang, Xinyan
    Hu, Yuefei
    CHEMICAL COMMUNICATIONS, 2018, 54 (59) : 8222 - 8225
  • [2] Advances in the Synthesis of N-Sulfonyl Amidines
    Zheng, Xixi
    Liu, Yunyun
    Wan, Jie-Ping
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (07) : 1891 - 1900
  • [3] Synthesis of fluorinated N-sulfonyl carbamates
    ElKateb, M
    Beji, M
    Baklouti, A
    JOURNAL OF FLUORINE CHEMISTRY, 1997, 81 (02) : 139 - 141
  • [4] A new reagent for the synthesis of [26]hexaphyrin: N-sulfonyl aldimine
    Cinar, Seda
    Temelli, Baris
    Unaleroglu, Canan
    TETRAHEDRON LETTERS, 2014, 55 (02) : 544 - 547
  • [5] Mechanochemical Metal-free N-Sulfonyl Transfer Reaction: Expedient Synthesis of N-Sulfonyl Amidines
    Guha, Souvik
    Maheshwari, Sanjana
    Ravva, Mahesh K.
    Jacob, Jesni M.
    Yadav, Shalini
    Sen, Subhabrata
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023,
  • [6] Mechanochemical Metal-free N-Sulfonyl Transfer Reaction: Expedient Synthesis of N-Sulfonyl Amidines
    Guha, Souvik
    Maheshwari, Sanjana
    Ravva, Mahesh
    Jacob, Jesni
    Yadav, Shalini
    Sen, Subhabrata
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (10)
  • [7] ON THE SYNTHESIS OF N-SULFONYL SUBSTITUTED IMIDOYL AZIDES
    LABBE, G
    VANASCH, A
    GODTS, F
    BULLETIN DES SOCIETES CHIMIQUES BELGES, 1983, 92 (01): : 79 - 80
  • [8] Synthesis of New N-Sulfonyl Monocyclic β-Lactams and the Investigation of Their Antibacterial Activities
    Jarrahpour, Aliasghar
    Motamedifar, Mohammad
    Zarei, Maaroof
    Mimouni, Mostafa
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2010, 185 (02) : 287 - 297
  • [9] Synthesis of α,β-Unsaturated N-Sulfonyl Imides through Zinc-Catalyzed Intermolecular Oxidation of N-Sulfonyl Ynamides
    Pan, Fei
    Shu, Chao
    Ping, Yi-Fan
    Pan, Yi-Fei
    Ruan, Peng-Peng
    Fei, Qian-Ran
    Ye, Long-Wu
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (20): : 10009 - 10015
  • [10] A multicomponent approach to the synthesis of N-sulfonyl β2,3-amino esters
    Le Gall, Erwan
    Sengmany, Stephane
    Samb, Issa
    Benakrour, Sabrina
    Colin, Christopher
    Pignon, Antoine
    Leonel, Eric
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (21) : 3423 - 3426
12345