Preparation of novel pyrrol-2-one derivatives via an effective synthesis of new oxazole scaffold

被引：12
作者：
Kibriz, Ibrahim Evren [1 ]
Sacmaci, Mustafa [1 ]
Sahin, Ertan [2 ]
Yildirim, Ismail [3 ]
机构：
[1] Bozok Univ, Fac Arts & Sci, Dept Chem, TR-66200 Yozgat, Turkey
[2] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
[3] Erciyes Univ, Fac Sci, Dept Chem, TR-38039 Kayseri, Turkey
来源：
TETRAHEDRON | 2017年 / 73卷 / 14期
关键词：
Furan-2,3-dione; Cyanamide; Oxazole; Pyrrole; Cycloaddition; CYCLIC OXALYL COMPOUNDS; SUBSTITUTED PYRROLES; EFFICIENT SYNTHESIS; CYCLIZATION; THIAZOLE; ANALOGS;
D O I：
10.1016/j.tet.2017.01.046
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient procedure for the preparation of oxazole and pyrrole derivatives is described. 2-Amino-1,3-oxazol-2-ones 3a,b were first synthesized from the cyclocondensation reactions of cyanamide (2) with 4-ethoxycarbonyl-5-aryl-2,3-furandione 1a,b, and then new pyrrol-2-ones 5 were synthesized from the reaction of the compounds 3 with various aromatic amines 4. (C) 2017 Published by Elsevier Ltd.
引用
收藏
页码：1795 / 1802
页数：8
相关论文
共 63 条
  • [1] Abdul R, 2012, MICROWAVE INDUCED SY
  • [2] REACTIONS OF OXALYL COMPOUNDS .28. A CONVENIENT SYNTHESIS OF FUNCTIONALIZED 1H-PYRIMIDINE-2-THIONES
    AKCAMUR, Y
    ALTURAL, B
    SARIPINAR, E
    KOLLENZ, G
    KAPPE, O
    PETERS, K
    PETERS, EM
    VONSCHNERING, HG
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (05) : 1419 - 1422
  • [3] REACTIONS OF CYCLIC OXALYL COMPOUNDS .24. REACTION OF 4-BENZOYL-5-PHENYL-FURAN-2,3-DIONE WITH PHENYLHYDRAZONES AND PHENYLHYDRAZINE
    AKCAMUR, Y
    PENN, G
    ZIEGLER, E
    STERK, H
    KOLLENZ, G
    PETERS, K
    PETERS, EM
    VONSCHNERING, HG
    [J]. MONATSHEFTE FUR CHEMIE, 1986, 117 (02): : 231 - 245
  • [4] REACTIONS OF CYCLIC OXALYL COMPOUNDS .29. A SIMPLE SYNTHESIS OF FUNCTIONALIZED 1H-PYRIMIDINES
    ALTURAL, B
    AKCAMUR, Y
    SARIPINAR, E
    YILDIRIM, I
    KOLLENZ, G
    [J]. MONATSHEFTE FUR CHEMIE, 1989, 120 (11): : 1015 - 1020
  • [5] An efficient synthesis of highly functionalized novel chromeno[4,3-b]pyrroles and indolizino[6,7-b]indoles as potent antimicrobial and antioxidant agents
    Arumugam, Natarajan
    Raghunathan, Raghavachary
    Almansour, Abdulrahman I.
    Karama, Usama
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (03) : 1375 - 1379
  • [6] Total Synthesis of Bengazole A
    Chandrasekhar, Srivari
    Sudhakar, Ambadi
    [J]. ORGANIC LETTERS, 2010, 12 (02) : 236 - 238
  • [7] TOLMETIN SODIUM, A NEW ANTI-ARTHRITIS DRUG - DOUBLE-BLIND AND LONG-TERM STUDIES
    CORDREY, LJ
    [J]. JOURNAL OF THE AMERICAN GERIATRICS SOCIETY, 1976, 24 (10) : 440 - 446
  • [8] Dabholkar VV, 2006, INDIAN J CHEM B, V45, P2112
  • [9] Dabholkar VV, 2015, HETEROCYCL LETT, V5, P419
  • [10] Synthesis and Biological Applications of Some Novel Spiro Heterocycles Containing 1,3,4-Thiadiazine, Thiazole, and Oxazole Derivatives
    Dabholkar, Vijay V.
    Bhusari, Nitin V.
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (01) : 155 - 158
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