Title of article
Novel domino reactions in β-carbolines with triple bonded dienophiles
Author/Authors
Gonzلlez-Gَmez، نويسنده , , ءlvaro and Domيnguez، نويسنده , , Gema and Amador، نويسنده , , Ulises and Pérez-Castells، نويسنده , , Javier، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2008
Pages
4
From page
5467
To page
5470
Abstract
Vinylpyrrolo-[2,1-a]-β-carbolines 1 give different products upon reaction with dienophiles. With dimethyl acetylenedicarboxylate (DMAD), a novel domino process takes place, involving Michael attack and rearrangement, affording complex polycycles like 3, 4, and 5. Diels–Alder cycloadditions are favored in the presence of Lewis acids and are the only reactions with dimethyl maleate. When 3-butyn-2-one is used as dienophile, a Stevens rearrangement is observed giving product 9.
Keywords
Carbolines , Rearrangement , domino reactions , indoles
Journal title
Tetrahedron Letters
Serial Year
2008
Journal title
Tetrahedron Letters
Record number
1860834
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