Title of article
Mechanism of the inverse-electron demand Diels–Alder reaction of 2-aminopyrroles with 1,3,5-triazines: detection of an intermediate and effect of added base and acid
Author/Authors
De Rosa، نويسنده , , Michael and Arnold، نويسنده , , David، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
3
From page
2975
To page
2977
Abstract
In base, a 2-aminopyrrole reacted with a 1,3,5-triazine to give a zwitterion (Meisenheimer complex). Acid promoted its conversion to the pyrrolo[2,3-d]pyrimidine. A cascade mechanism with reversible steps is proposed to explain why both a base and an acid are needed for the cycloaddition to occur.
Keywords
2-Aminopyrroles , Inverse-electron demand Diels–Alder , Meisenheimer complex , Cascade mechanism , Zwitterion intermediate
Journal title
Tetrahedron Letters
Serial Year
2007
Journal title
Tetrahedron Letters
Record number
1854800
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