FeCl3-NaI mediated reactions of aryl azides with 3,4-dihydro-2H-pyran:: a convenient synthesis of pyranoquinolines

被引:37
作者
Kamal, A [1 ]
Prasad, BR [1 ]
Ramana, AV [1 ]
Babu, AH [1 ]
Reddy, KS [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
关键词
aryl azide; pyranoquinolines; ferric chloride; sodium iodide; reductive cyclization;
D O I
10.1016/j.tetlet.2004.02.146
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The tetrahydroquinoline moiety is an important structural component of a number of natural products. The reaction of aryl azides with 3,4-dihydro-2H-pyran in the presence of FeCl3-NaI affords the corresponding tetrahydroquinoline derivatives in an efficient manner. Most of the cyclizations exhibited cis selectivity. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3507 / 3509
页数:3
相关论文
共 32 条
  • [31] Witherup K. M., 1994, U.S. Patent, Patent No. [5288725, 5,288,725]
  • [32] InCl3-catalyzed hetero-Diels-Alder reaction:: an expeditious synthesis of pyranoquinolines
    Yadav, JS
    Reddy, BVS
    Rao, RS
    Kumar, SK
    Kunwar, AC
    [J]. TETRAHEDRON, 2002, 58 (39) : 7891 - 7896