Facile synthesis of 3-aryl-1-((4-aryl-1,2,3-selenadiazol-5-yl) sulfanyl) isoquinolines

被引:14
|
作者
Prabakaran, Kamalakannan [1 ]
Khan, Fazlur-Rahman Nawaz [1 ,2 ]
Jin, Jong Sung [2 ]
Jeong, Euh Duck [2 ]
Manivel, Pitchai [1 ]
机构
[1] VIT Univ, Sch Adv Sci, Div Organ Chem, Organ & Med Chem Res Lab, Vellore 632014, Tamil Nadu, India
[2] Korea Basic Sci Inst, Busan Ctr, Div High Technol Mat Res, Pusan 618230, South Korea
关键词
1,2,3-selenadiazoles; isoquinolines; cyclization; semicarbazones; phenylethanones; DIVERSIFIED THIOETHERS; DERIVATIVES; DEVICES;
D O I
10.2478/s11696-011-0074-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new series of 1,2,3-selenadiazoles containing an aryl or a 3-arylisoquinoline sulfanyl moiety at carbons 4 and 5, respectively, was prepared by cyclization of the respective semicarbazones in the presence of selenium(II) oxide and tetrahydrofuran at 70-75 degrees C. Semicarbazones required for the reaction were obtained from 2-((3-arylisoquinolin-1-yl) sulfanyl)-1-phenylethanones, I, by a reaction with semicarbazide hydrochloride in ethanol/water mixture and potassium acetate base. (C) 2011 Institute of Chemistry, Slovak Academy of Sciences
引用
收藏
页码:883 / 889
页数:7
相关论文
共 50 条
  • [11] Synthesis and characterization of 5-(cyclohexylsulfanyl)-4-aryl-1,2,3-selena/thiadiazoles
    Saravanan, Sivaperuman
    Namitharan, Kayambu
    Muthusubramanian, Shanmugam
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2008, 47 (02): : 305 - 309
  • [12] Synthesis of 5-amino-1-aryl-4-(4-aryl-1,3-thiazol-2-yl)2,3-dihydro-1H-pyrrol-3-ones
    Volovenko, YM
    Volovnenko, TA
    Tverdokhlebov, AV
    Ryabokon, IG
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (09) : 1323 - 1329
  • [13] Synthesis of 5-Amino-1-aryl-4-(4-aryl-1,3-thiazol-2-yl)- 2,3-dihydro-1H-pyrrol-3-ones*
    Yu. M. Volovenko
    T. A. Volovnenko
    A. V. Tverdokhlebov
    I. G. Ryabokon'
    Russian Journal of Organic Chemistry, 2001, 37 : 1323 - 1329
  • [14] A FACILE SYNTHESIS OF 4-ARYL-1,2,3,4-TETRAHYDROISOQUINOLINES - A TOTAL SYNTHESIS OF (+/-)-CHERYLLINE
    HARA, H
    SHIRAI, R
    HOSHINO, O
    UMEZAWA, B
    HETEROCYCLES, 1983, 20 (10) : 1945 - 1950
  • [15] Synthesis and Antimicrobial Screening of New 5-Aryl-3-(4-Aryl-1,3-Thiazol-2-yl)-1,2-Oxazole Derivatives
    Bhoye, Manish R.
    Shinde, Abhijit
    Mahadik, Neha
    Mhaske, Pravin C.
    POLYCYCLIC AROMATIC COMPOUNDS, 2025,
  • [16] OXIDATIVE FRAGMENTATION OF 3-ARYL-1-(TETRAZOL-5'-YL)TRIAZENES - A NEW ROUTE TO ARYL DIAZOCYANIDES
    BUTLER, RN
    SHELLY, DP
    TETRAHEDRON LETTERS, 1985, 26 (28) : 3401 - 3402
  • [17] SYNTHESIS, STRUCTURE, AND AMBIDENT ALKYLATION REACTIONS OF 3-ARYL-1-(TETRAZOL-5'-YL)TRIAZENES
    BUTLER, RN
    SHELLY, DP
    GARVIN, VC
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (07): : 1589 - 1592
  • [18] Synthesis of 5-{[(1-Aryl-1H-1,2,3-triazol-4-yl)methyl]sulfanyl}-1-phenyl-1H-tetrazoles
    Thotla, K.
    Noole, V. G.
    Kedika, B.
    Reddy, C. H. Krishna
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (06) : 1077 - 1081
  • [19] Synthesis of 5-{[(1-Aryl-1H-1,2,3-triazol-4-yl)methyl]sulfanyl}-1-phenyl-1H-tetrazoles
    K. Thotla
    V. G. Noole
    B. Kedika
    C. H. Krishna Reddy
    Russian Journal of Organic Chemistry, 2020, 56 : 1077 - 1081
  • [20] Synthesis of 2-aryl-imidazo[4, 5-d][1,2,3]triazoles from a 4-nitro-imidazol-5-yl phosphoramidate and aryl isocyanates
    Taher, A
    Eichenseher, S
    Weaver, GW
    TETRAHEDRON LETTERS, 2000, 41 (50) : 9889 - 9891