Title of article
New synthesis of 3-arylpyrrolines
Author/Authors
Chang، نويسنده , , Meng-Yang and Pai، نويسنده , , Chun-Li and Kung، نويسنده , , Yung-Hua، نويسنده ,
Issue Information
دوماهنامه با شماره پیاپی سال 2006
Pages
5
From page
855
To page
859
Abstract
We present an easy and straightforward synthesis of 3-arylpyrrolines 4a–g by repeated treatment of 4-aryl-1,2,5,6-tetrahydropyridines 2a–g with m-chloroperoxybenzoic acid (MCPBA) and boron trifluoride etherate (BF3-OEt2). The transformation proceeds via epoxidation, ring contraction, Baeyer–Villiger oxidation and elimination reaction and affords 3-arylpyrrolines 4a–g with 61–70% yield. This facile strategy was also used to synthesize racemic baclofen (6).
Keywords
3-Arylpyrrolines , 4-aryl-1 , 3 , 2 , 6-Tetrahydropyridines , Boron trifluoride etherate , m-Chloroperoxybenzoic acid
Journal title
Tetrahedron Letters
Serial Year
2006
Journal title
Tetrahedron Letters
Record number
1848666
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