Abstract
The indeno[1,2-c]isoquinolines are an important class of topoisomerase I inhibitors with anticancer activity. The condensation of Schiff bases with homophthalic anhydrides provides a mixture of cis- and trans-4-carboxy-3,4- dihydro-3-phenyl-1(2H)isoquinolones. Although the cis products can be readily converted to indeno[1,2-c]isoquinolines with thionyl chloride, the trans products do not afford indeno[1,2-c]-isoquinolines using this method. The present report describes a route for conversion of the trans diastereomers to indeno[1,2-c]isoquinolines using selenoxide elimination and Friedel-Crafts cyclization chemistry.
Original language | English (US) |
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Pages (from-to) | 6496-6498 |
Number of pages | 3 |
Journal | Journal of Organic Chemistry |
Volume | 70 |
Issue number | 16 |
DOIs | |
State | Published - Aug 5 2005 |
Externally published | Yes |
ASJC Scopus subject areas
- Organic Chemistry