Acid catalyzed rearrangements of aryl 3-(2-nitroaryl)oxiran-2-yl ketones

被引：5
|
作者：
Mamedov, V. A. [1 ]
Mamedova, V. L. [1 ]
Gubaidullin, A. T. [1 ]
Krivolapov, D. B. [1 ]
Khikmatova, G. Z. [1 ]
Mahrous, E. M. [1 ]
Korshin, D. E. [1 ]
Sinyashin, O. G. [1 ]
机构：
[1] Russian Acad Sci, Kazan Sci Ctr, Fed Res Ctr, AE Arbuzov Inst Organ & Phys Chem, 8 Ul Arbuzova, Kazan 420088, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2020年 / 69卷 / 03期
基金：
俄罗斯科学基金会;
关键词：
oxiranes; aryl 3-(2-nitroaryl)oxiran-3-yl ketones; rearrangements; anthranilic acid derivatives; 2-(2-oxo-2-arylacetamido)benzoic acids; 3-hydroxyquinolin-4-ones; RING-OPENING REACTIONS; EPOXIDES; PARTICIPATION; CYCLIZATION; TRENDS;
D O I：
10.1007/s11172-020-2791-x
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Studies of chemical behavior of aryl 3-(2-nitrophenyl)oxiran-3-yl ketones in acidic medium revealed the possible occurrence of two competitive rearrangements leading to 2-(2-oxo-2-arylacetamido)benzoic acids and 3-hydroxyquinolin-4(1H)-ones.
引用
收藏
页码：510 / 516
页数：7
相关论文
共 50 条
  • [31] An Efficient Synthesis of 1-Aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one Catalyzed by a Bronsted Acid Ionic Liquid
    Liu, Chen-Jiang
    Yu, Chuan-Ji
    MOLECULES, 2010, 15 (12): : 9197 - 9204
  • [32] [2-(2-Nitrophenyl)oxiran-1-yl](aryl(methyl))ketones in the synthesis of 3-hydroxyquinolin-4(1H)-ones and 2-arylquinolines
    Mamedov, V. A.
    Mamedova, V. L.
    Khikmatova, G. Z.
    Mahrous, E. M.
    Korshin, D. E.
    Syakaev, V. V.
    Fayzullin, R. R.
    Mironova, E. V.
    Latypov, Sh. K.
    Sinyashin, O. G.
    RUSSIAN CHEMICAL BULLETIN, 2019, 68 (05) : 1020 - 1024
  • [33] [2-(2-Nitrophenyl)oxiran-1-yl](aryl(methyl))ketones in the synthesis of 3-hydroxyquinolin-4(1H)-ones and 2-arylquinolines
    V. A. Mamedov
    V. L. Mamedova
    G. Z. Khikmatova
    E. M. Mahrous
    D. E. Korshin
    V. V. Syakaev
    R. R. Fayzullin
    E. V. Mironova
    Sh. K. Latypov
    O. G. Sinyashin
    Russian Chemical Bulletin, 2019, 68 : 1020 - 1024
  • [34] Synthesis of some 3-(4-styryl-6-aryl-pyridin-2-yl)- and 3-(6-styryl-4-aryl-pyridin-2-yl) coumarins
    Brahmbhatt, DI
    Pandya, UR
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (01): : 145 - 149
  • [35] SYNTHESIS OF SOME 3-ARYL-4-OXOTHIAZOLIN-2-YL-[3-(2-ARYL)INDOLYL]HYDRAZONES
    AGRAWAL, AK
    RASTOGI, VK
    PARMAR, SS
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1978, 15 (04) : 677 - 679
  • [36] Convenient Synthesis of Quinolines from α-2-Nitroaryl Alcohols and Alcohols via a Ruthenium-catalyzed Hydrogen Transfer Strategy
    Xie, Feng
    Zhang, Min
    Chen, Mengmeng
    Lv, Wan
    Jiang, Huanfeng
    CHEMCATCHEM, 2015, 7 (02) : 349 - 353
  • [37] Synthesis of 3-(6-aryl-pyridin-2-yl)- and 8-(6-aryl-pyridin-2-yl) coumarins
    Brahmbhatt, D. I.
    Gajera, J. M.
    Pandya, V. P.
    Patel, M. A.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2007, 46 (05): : 869 - 871
  • [38] Reductive heterocyclizations via indium/iodine-promoted one-pot conversion of 2-nitroaryl aldehydes, ketones, and imines
    Han, Rongbi
    Son, Kee In
    Ahn, Gil Hwan
    Jun, Young Moo
    Lee, Byung Min
    Park, Younbong
    Kim, Byeong Hyo
    TETRAHEDRON LETTERS, 2006, 47 (41) : 7295 - 7299
  • [39] STUDIES ON SOME BIS (4-ARYL-2-PYRAZOLIN-3-YL) KETONES
    REDDY, DB
    PADMAJA, A
    SESHAMMA, T
    REDDY, MVR
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1988, 27 (10): : 963 - 964
  • [40] ACID-CATALYZED ETHANOLYSIS OF ARYL-BETA-2-FURYL VINYL KETONES
    VIJAYASARATHY, PR
    RAO, GSK
    INDIAN JOURNAL OF CHEMISTRY, 1973, 11 (03): : 301 - 302
12345