Title of article
Phenyl α-bromovinyl sulfone in cycloadditions with azomethine ylides: an unexpected facile aromatization of the cycloadducts into pyrroles
Author/Authors
Kudryavtsev، نويسنده , , Konstantin V. and Ivantcova، نويسنده , , Polina M. and Churakov، نويسنده , , Andrei V. and Vasin، نويسنده , , Victor A.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
4
From page
4300
To page
4303
Abstract
Phenyl α-bromovinyl sulfone reacts with glycine ester Schiff bases regioselectively in the presence of catalytic amounts of AgOAc and DBU yielding polysubstituted pyrrolidine cycloadducts. Utilization of excess DBU induces subsequent facile aromatization of the cycloadducts and affords 5-arylpyrrole-2-carboxylic acid esters in 39–85% yields in a single step.
Keywords
1 , 3-dipolar cycloaddition , pyrrolidine , vinyl sulfone , Azomethine ylide , pyrrole
Journal title
Tetrahedron Letters
Serial Year
2012
Journal title
Tetrahedron Letters
Record number
1881501
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