Title of article :
Synthesis of indenes by ytterbium-catalyzed carboalkoxylation/Friedel–Crafts reaction of arylidenecyclopropanes with acetals
Author/Authors :
Nakamura، نويسنده , , Itaru and Kamada، نويسنده , , Michiru and Yamamoto، نويسنده , , Yoshinori، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2004
Pages :
4
From page :
2903
To page :
2906
Abstract :
Ytterbium-catalyzed tandem carboalkoxylation/Friedel–Crafts reaction of arylidenecyclopropanes 1 with acetals 2 afforded the corresponding indene derivatives 3 in good to high yields. For example, in the presence of 10 mol % of Yb(OTf)3 the reaction of 1-phenylbenzylidenecyclopropane 1a with the dimethyl acetals of benzaldehyde 2a, p-tolualdehyde 2b, and p-anisaldehyde 2c gave 1,3-diphenyl-2-(2-methoxyethyl)indene 3a, 2-(2-methoxyethyl)-3-phenyl-1-(p-tolyl)indene 3b, and 1-(p-anisyl)-2-(2-methoxyethyl)-3-phenylindene 3c in 82%, 80%, and 80% yields, respectively.
Keywords :
Friedel–Craft reaction , Ytterbium catalyzed reaction , Lewis acid catalysis , ytterbium triflate , exo-Methylenecyclopropane , Carboalkoxylation , indene
Journal title :
Tetrahedron Letters
Serial Year :
2004
Journal title :
Tetrahedron Letters
Record number :
1841198
Link To Document :
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