ABNORMAL PRODUCTS IN THE BISCHLER-NAPIERALSKI ISOQUINOLINE SYNTHESIS

Citation
S. Doi et al., ABNORMAL PRODUCTS IN THE BISCHLER-NAPIERALSKI ISOQUINOLINE SYNTHESIS, Journal of the Chemical Society. Perkin transactions. I, (15), 1997, pp. 2217-2221
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
15
Year of publication
1997
Pages
2217 - 2221
Database
ISI
SICI code
0300-922X(1997):15<2217:APITBI>2.0.ZU;2-9
Abstract
Reaction of N-[2-(4-methoxyphenyl)ethyl]benzamides with phosphorus pen toxide (and phosphoryl chloride) gives 7-methoxy-1-phenyl-3,4-dihydroi soquinolines (a normal Bischler-Napieralski reaction product) and 6-me thoxy-1-phenyl-3,4-dihydroisoquinoli (an abnormal reaction product), T he reaction mechanism is discussed.