Title of article
Thiophene-containing products of the Ugi reaction in an oxidation-triggered IMDA/aromatization cascade: a simple access to 3-oxoisoindolines
Author/Authors
Krasavin، نويسنده , , Mikhail and Parchinsky، نويسنده , , Vadislav، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
5
From page
5657
To page
5661
Abstract
A novel approach to skeletally diverse 3-oxoisoindolines has been developed which includes preparation of Ugi adducts containing thiophene and fumaric acid residues. When treated with excess m-CPBA at room temperature, these precursors undergo a simple oxidative cycloaddition/aromatization transformation and the corresponding 3-oxoisoindoline products are isolated in fair chemical yield over two steps. The second step is thought to include S-oxidation/IMDA/S-oxidation/SO2 extrusion/aromatization events.
Keywords
Isocyanide-based multicomponent reactions , Sulfur dioxide extrusion , aromatization , Thiophene oxidation , intramolecular Diels–Alder reaction , oxidative cycloaddition , Post-Ugi transformation
Journal title
Tetrahedron Letters
Serial Year
2010
Journal title
Tetrahedron Letters
Record number
1875159
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