Reactions of 1-Alkyl-2-chloro-1H-indole-3-carbaldehyde with 4-Amino-5-alkyl(aryl)-4H-triazole-3-thioles

被引:3
作者
Vikrishchuk, N. I. [1 ]
Suzdalev, K. F. [1 ]
Dranikova, A. Yu. [2 ]
Tkachev, V. V. [3 ,4 ]
Shilov, G. V. [3 ]
机构
[1] Southern Fed Univ, Rostov Na Donu 344090, Russia
[2] Southern Fed Univ, Res Inst Phys & Organ Chem, Rostov Na Donu 344090, Russia
[3] Russian Acad Sci, Inst Problems Chem Phys, Chernogolovka 142432, Russia
[4] Russian Acad Sci, Inst Physiol Act Subst, Chernogolovka 142432, Russia
关键词
chloroindolecarbaldehyde; aminotriazolethiol; cyclization; triazolo(thiadiazepino)indole; ANTIFUNGAL;
D O I
10.1134/S1070363219120077
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of 1-alkyl-2-chloro-1H-indole-3-carbaldehydes with 4-amino-5-alkyl(aryl)-4H-1,2,4-triazole-3-thiols afforded new heterocyclic compounds, namely triazolo(thiadiazepino)indoles. Structure of the latter was established by single crystal X-ray diffraction method. This heterocyclic system is formed upon cyclization of the intermediate 5-alkyl-4-[indol-3-yl(methylideneamino)]-4H-1,2,4-triazole-3-thiols.
引用
收藏
页码:2369 / 2373
页数:5
相关论文
共 13 条
  • [1] Synthesis and Antiviral Activity of New Indole-Based Heterocycles
    Abdel-Gawad, Hassan
    Mohamed, Hanan Ahmed
    Dawood, Kamal Mohamed
    Badria, Farid Abdel-Rahem
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (11) : 1529 - 1531
  • [2] Synthesis of 4'-[3-methyl-5-thioxo-1H-1,2,4-triazol-4(5H)-yl]-2',5'-diphenyl-2',4'-dihydro spiro[indolin-3,3'[1,2,4]triazol]-2-one derivatives
    Bazian, Atiye
    Taheri, Milad
    Alavi, Haniyeh
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2014, 84 (03) : 586 - 592
  • [3] Brown R, 2011, Prejudice: Its Social Psychology, V2
  • [4] Indole-3-acetic acid based tunable hydrogels for antibacterial, antifungal and antioxidant applications
    Chitra, G.
    Franklin, D. S.
    Guhanathan, S.
    [J]. JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY, 2017, 54 (03): : 151 - 163
  • [5] Corey E.J., 2007, MOL MED
  • [6] Efficient microwave enhanced regioselective synthesis of a series of benzimidazolyl/triazolyl spiro [indole-thiazohdinones] as potent antifungal agents and crystal structure of spiro[3H-indole-3,2′-thiazolidine]-3′(1,2,4-triazol-3-yl)-2,4′(1H)-dione
    Dandia, A
    Singh, R
    Khaturia, S
    Mérienne, C
    Morgant, G
    Loupy, A
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (07) : 2409 - 2417
  • [7] Jakobsen P., 1996, [No title captured], Patent No. [5536721, 55367, 21]
  • [8] A new route to the versatile synthesis of thiopyrano [2,3-b:6,5-b′]diindoles via 2-(alkylthio)-indole-3-carbaldehydes
    Jha, Mukund
    Edmunds, Michael
    Lund, Kate-lyn
    Ryan, Ashley
    [J]. TETRAHEDRON LETTERS, 2014, 55 (41) : 5691 - 5694
  • [9] A microwave-assisted facile regioselective Fischer indole synthesis and antitubercular evaluation of novel 2-aryl-3,4-dihydro-2H-thieno[3,2-b]indoles
    Karthikeyan, Subramanian Vedhanarayanan
    Perumal, Subbu
    Shetty, Krithika Arun
    Yogeeswari, Perumal
    Sriram, Dharmarajan
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (11) : 3006 - 3009
  • [10] Sheldrick G.M., 2000, SHELXTL