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
  • [21] Mass spectral analysis and X-ray structure of diethyl 2-[aryl(4-aryl-1,2,3-selenadiarol-5-yl)methyl]malonate
    Saravanan, S
    Muthusubramanian, S
    Polborn, K
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2006, 45 (03): : 758 - 761
  • [22] 4-{(4-Chlorophenyl)[4-(4-methylphenyl)-1,2,3-selenadiazol-5-yl]methyl}-4,5,6,7-tetrahydro-1,2,3-benzoselenadiazole
    Muthukumaran, J.
    Nishandhini, M.
    Chitra, S.
    Muthusubramanian, S.
    Manisankar, P.
    Bhattacharya, Suman
    Krishna, R.
    Jeyakanthan, J.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1421 - U763
  • [23] Synthesis of 4-aryl-1,2,3(1H,2H)-triazolin-5-ones from α-keto acids
    Lakhan, R
    Sharma, BP
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 11 (03) : 191 - 194
  • [24] Dioxane-involving reaction for the synthesis of 3-aryl-1-(2-(vinyloxy)ethoxy)isoquinolines catalyzed by AgOTf
    Pan, Wan-Chen
    Liu, Jian-Quan
    Wang, Xiang-Shan
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (33) : 6070 - 6076
  • [25] 4-ALKYL-1,2,3-BENZOTRIAZINES AND 4-ARYL-1,2,3-BENZOTRIAZINES
    BRADBURY, S
    KEATING, M
    REES, CW
    STORR, RC
    JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (15): : 827 - &
  • [26] A 'click chemistry' approach to the straightforward synthesis of new 4-aryl-1,2,3-triazolocarbanucleosides
    Perez-Castro, Isabel
    Caamano, Olga
    Fernandez, Franco
    Garcia, Marcos D.
    Lopez, Carmen
    de Clercq, Erik
    ARKIVOC, 2010, : 152 - 168
  • [27] A PRACTICAL SYNTHESIS OF 4-ARYL-1,2,3,4-TETRAHYDROISOQUINOLINES
    HARA, H
    SHIRAI, R
    HOSHINO, O
    UMEZAWA, B
    HETEROCYCLES, 1984, 21 : 696 - 696
  • [28] SELENIUM HETEROCYCLES .18. SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 4-SUBSTITUTED (1,2,3-SELENADIAZOL-5-YL)CARBAMIC ACID-ESTERS AND THEIR SULFUR ANALOGS
    SHAFIEE, A
    LALEZARI, I
    YAZDANI, S
    SHAHBAZIAN, FM
    PARTOVI, T
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1976, 65 (02) : 304 - 307
  • [29] SUBSTITUENT EFFECTS ON NMR-SPECTRA OF 1-AMINO-4-ARYL-1,2,3-TRIAZOLES AND HYDROGEN 4-ARYL-1,2,3-TRIAZOLES
    WILDE, H
    HAUPTMANN, S
    KLEINPETER, E
    ZEITSCHRIFT FUR CHEMIE, 1975, 15 (04): : 155 - 156
  • [30] Synthesis of the Derivatives of 4-(5-Aryl-3-methylfuran-3-yl)-1,2,3-thiadiazole and Functionalization of 5-Aryl-2- methylfuran via Reactions of Thiadiazole Ring
    Yu. O. Remizov
    L. M. Pevzner
    M. L. Petrov
    Russian Journal of General Chemistry, 2018, 88 : 1402 - 1410