Title of article
2-Benzyliden-2H-thieto[3,2-b]quinoline: a new heterocycle and its rearrangement to 2-phenylthieno[3,2-b]quinoline
Author/Authors
Haddadin، نويسنده , , Makhluf J. and El-Nachef، نويسنده , , Claudia and Kisserwani، نويسنده , , Hawraa and Chaaban، نويسنده , , Yara and Kurth، نويسنده , , Mark J. and Fettinger، نويسنده , , James C.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
3
From page
6687
To page
6689
Abstract
Synthesis of the strained 2H-thieto[3,2-b]quinoline ring system is reported for the first time. Treatment of (Z)-2-benzyliden-2H-thieto[3,2-b]quinoline derivatives of this heterocycle with base, at reflux in ethanol, causes a novel rearrangement to 2-phenylthieno[3,2-b]quinolines. Indeed, the one-pot reaction of 2-aminobenzaldehydes and (Z)-2-benzylidenethietan-3-one in refluxing basic ethanol leads directly to 2-phenylthieno[3,2-b]quinolines in good yields.
Keywords
Base-mediated rearrangement , 2-b]quinoline , Friedlنnder reaction , 2-b]quinoline
Journal title
Tetrahedron Letters
Serial Year
2010
Journal title
Tetrahedron Letters
Record number
1876002
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