Convenient synthesis of substituted benzo[e][1,2,4]- or [d][1,2,6] oxadiazepines, benzo[f][1,3,5]triazocines from N-aryliminoesters

被引：3
|
作者：
Saied, Tarak [1 ,2 ]
Jelaiel, Nourchaine [2 ]
Efrit, Mohamed Lotfi [2 ]
Fort, Yves [1 ]
Comoy, Corinne [1 ]
机构：
[1] Univ Lorraine, SRSMC UMR CNRS 7565, Grp Heterocycles React & Interact HecRIn, BP 239,Blvd Aiguillettes, F-54506 Vandoeuvre Les Nancy, France
[2] Fac Sci Tunis, Dept Chim, Lab Synth Organ & Heterocycl, El Manar Tunis 2092, Tunisia
来源：
TETRAHEDRON | 2017年 / 73卷 / 11期
关键词：
Condensed ring system; Nitrogen heterocycles; Benzoxadiazepines; Benzotriazocines; Synthetic method; RING; BENZOTHIADIAZOCINES; BENZOXADIAZOCINES; BENZOTRIAZOCINES; REARRANGEMENT; HETEROCYCLES; DERIVATIVES;
D O I：
10.1016/j.tet.2017.01.063
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report herein a short and efficient synthesis of benz[e][1,2,4]- or [d][1,2,6]oxadiazepines and benzo[f] [1,3,5]triazocines from easily prepared N-aryl iminoesters. The strategy involves a bis-nucleophile reagent (hydroxylamine or guanidine) that promotes a one-step ring closure from the starting functionalized iminoesters. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1489 / 1494
页数：6
相关论文
共 50 条
  • [31] CONVENIENT SYNTHESIS OF 2-SUBSTITUTED 1,3,5-TRITHIANS
    JOHNSON, PY
    JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (18): : 1083 - &
  • [32] Synthesis of New Derivatives Benzo[4′,5′]imidazo[2′,1′:6,1]pyrido[2,3-d]pyrimidine
    Harutyunyan, A. A.
    Gukasyan, G. T.
    Panosyan, H. A.
    Tamazyan, R. A.
    Ayvazyan, A. G.
    Grigoryan, A. S.
    Danagulyan, G. G.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 55 (11) : 1698 - 1703
  • [33] A convenient method for the synthesis of 7-amino-substituted 1,2,4-triazolo[1,5-a][1,3,5]triazin-5-amines
    Dolzhenko, Anton V.
    Pastorin, Giorgia
    Dolzhenko, Anna V.
    Chui, Wai Keung
    TETRAHEDRON LETTERS, 2008, 49 (50) : 7180 - 7183
  • [34] Synthesis of 1,3,5-Triazepines and Benzo[f][1,3,5]triazepines and Their Biological Activity: Recent Advances and New Approaches
    Abu-Hashem, Ameen Ali
    Hakami, Othman
    Amri, Nasser
    Mukhrish, Yousef E.
    Abdelgawad, Ahmed A. M.
    MOLECULES, 2024, 29 (03):
  • [35] A convenient synthesis of 2-substituted [1,2,4] triazolo-[1,5-a]quinolines and [1,2,4] triazolo[5,1-a]isoquinolines
    Hoang, CN
    Riedl, Z
    Timári, G
    Hajós, G
    Schantl, JG
    ARKIVOC, 2001, 2 : 1054 - 1062
  • [36] Synthesis of benzo[f]coumarins from 2-trifluoroacetyl-1H-benzo[f]chromenes and 2-naphthols
    Osyanin, Vitaly A.
    Osipov, Dmitry V.
    Popova, Yulia V.
    Semenova, Irina A.
    Klimochkin, Yuri N.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2016, 52 (12) : 1012 - 1016
  • [37] Synthesis of benzo[f]coumarins from 2-trifluoroacetyl-1H-benzo[f]chromenes and 2-naphthols
    Vitaly A. Osyanin
    Dmitry V. Osipov
    Yulia V. Popova
    Irina A. Semenova
    Yuri N. Klimochkin
    Chemistry of Heterocyclic Compounds, 2016, 52 : 1012 - 1016
  • [38] Synthesis, Characterization, and Antifungal Activity of Novel Benzo[4,5] imidazo[1,2-d][1,2,4] triazine Derivatives
    Li, Ling-Xia
    Jiao, Jian
    Wang, Xiao-Bin
    Chen, Min
    Fu, Xin-Can
    Si, Wei-Jie
    Yang, Chun-Long
    MOLECULES, 2018, 23 (04):
  • [39] 3-Substituted Blatter Radicals: Cyclization of N-Arylguanidines and N-Arylamidines to Benzo[e][1,2,4]triazines and PhLi Addition
    Pomiklo, Dominika
    Bodzioch, Agnieszka
    Kaszynski, Piotr
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (05): : 2999 - 3011
  • [40] SYNTHESIS AND ANTIINFLAMMATORY ACTIVITY OF SOME 2-SUBSTITUTED-PHENYLETHYL-[1,2,4]-TRIAZOLO[2,3-B]BENZO[E]-5,6-DIHYDROBENZOTHIAZOLES
    SUDAN, S
    GUPTA, R
    SINGH, GB
    BANI, S
    KACHROO, PL
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1991, 68 (07) : 420 - 422
12345