One-pot transformation of cyano oxiranes into furo[3,2-c]isothiazole derivatives

被引:10
作者
Bardasov, Ivan N. [1 ]
Golubev, Roman V. [1 ]
Ershov, Oleg V. [1 ]
Kayukov, Yakov S. [1 ]
Nasakin, Oleg E. [1 ]
机构
[1] Ulyanov Chuvash State Univ, Cheboksary, Russia
关键词
Heterocyclic compounds; Cyano compounds; Oxiranes; Isothiazoles; Furans; One-pot synthesis; ORGANIC-CHEMISTRY; BIOLOGICAL-ACTIVITY; MALONONITRILE; TETRACYANOETHYLENE; NITRILES; BIS(TRIMETHYLSILYL)SULFIDE; CYANOACETATE; ROUTE;
D O I
10.1016/j.tetlet.2011.06.083
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The one-pot reactions of 2-[amino(2-cyano-3-aryloxiran-2-yl)methylene]malononitriles with thiocyanate to afford 5-amino-3-arylfurol[3,2-c]isothiazole-6-carbonitriles in good yields. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4724 / 4725
页数:2
相关论文
共 35 条
  • [1] REACTION OF N-SUBSTITUTED THIOAMIDES WITH GEM-DICYANO EPOXIDES - NEW SYNTHETIC ROUTE TO ANHYDRO-4-HYDROXYTHIAZOLIUM HYDROXIDES
    BAUDY, M
    ROBERT, A
    FOUCAUD, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (19) : 3732 - 3736
  • [2] Boila-Göckel A, 1999, J PRAK CHEM-CHEM ZTG, V341, P20, DOI 10.1002/(SICI)1521-3897(199901)341:1<20::AID-PRAC20>3.0.CO
  • [3] 2-V
  • [4] SYNTHETIC APPLICATIONS OF BIS(TRIMETHYLSILYL)SULFIDE .2. SYNTHESIS OF AROMATIC AND HETEROAROMATIC O-AZIDO-THIOALDEHYDES
    CAPPERUCCI, A
    DEGL'INNOCENTI, A
    SCAFATO, P
    SPAGNOLO, P
    [J]. CHEMISTRY LETTERS, 1995, (02) : 147 - 148
  • [5] CAPPERUCCI A, 1994, PHOSPHORUS SULFUR, V96, P479
  • [6] Short and General Procedure for Synthesizing Cis-1,2-Fused 1,3-Oxathiolan-, 1,3-Oxaselenolan-, and 1,3-Oxazolidin-2-imine Carbohydrate Derivatives
    Castilla, Javier
    Marin, Irene
    Matheu, M. Isabel
    Diaz, Yolanda
    Castillon, Sergio
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (02) : 514 - 517
  • [7] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF THE PUTATIVE METABOLITES OF THE ATYPICAL ANTIPSYCHOTIC AGENT TIOSPIRONE
    CIPOLLINA, JA
    RUEDIGER, EH
    NEW, JS
    WIRE, ME
    SHEPHERD, TA
    SMITH, DW
    YEVICH, JP
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (11) : 3316 - 3328
  • [8] REACTION OF ORTHO-AZIDOHETARENECARBALDEHYDES WITH BIS(TRIMETHYLSILYL)SULFIDE - A NOVEL ROUTE TO FUSED ISOTHIAZOLES
    DEGL'INNOCENTI, A
    FUNICELLO, M
    SCAFATO, P
    SPAGNOLO, P
    [J]. CHEMISTRY LETTERS, 1994, (10) : 1873 - 1876
  • [9] FAHMY SM, 1984, SYNTHESIS-STUTTGART, P976
  • [10] FATIADI AJ, 1978, SYNTHESIS-STUTTGART, P241