Title of article
Dialkyl quinone-2,3-dicarboxylates in the Nenitzescu reaction
Author/Authors
L.W. Schenck، نويسنده , , A. Sippel، نويسنده , , K. Kuna، نويسنده , , W. Frank، نويسنده , , A. Albert، نويسنده , , U. Kucklaender، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
11
From page
9129
To page
9139
Abstract
Diethyl naphthoquinone-2,3-dicarboxylate reacts with different enamines to give 5-oxo-1,5-dihydro-benzo[g]indole-3,4,9b-tricarboxylate derivatives by migration of one ethoxycarbonyl group. These new products aromatize to planar indoles by elimination of one ethoxycarbonylgroup. With an N,N-dimethyl-enamine cyclization yields a 5-oxo-4,5-dihydro-cyclopenta[a]naphthalene-3,3a,4-tricarboxylate as well as a naphthyl-malonic acid derivative by migration of an ethoxycarbonylgroup.
Keywords
Sigmatropic 1 , 2-shift , Quinones , Ethoxycarbonyl migration , Nenitzescu
Journal title
Tetrahedron
Serial Year
2005
Journal title
Tetrahedron
Record number
1089141
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