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 10mol% 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.
Original language | English |
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Pages (from-to) | 2903-2906 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 45 |
Issue number | 14 |
DOIs | |
Publication status | Published - 2004 Mar 29 |
Keywords
- Carboalkoxylation
- Friedel-Craft reaction
- Indene
- Lewis acid catalysis
- Ytterbium catalyzed reaction
- Ytterbium triflate
- exo-Methylenecyclopropane
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry