DOI: 10.1039/A701332I
(Paper)
Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1997, 2217-2222
Abnormal products in the Bischler–Napieralski isoquinoline synthesis
(Note: The full text of this document is currently only available in the PDF Version )
Satoshi Doi, Naohiro Shirai and Yoshiro Sato
Abstract
Reaction of N-[2-(4-methoxyphenyl)ethyl]benzamides with phosphorus pentoxide (and phosphoryl chloride) gives 7-methoxy-1-phenyl-3,4-dihydroisoquinolines (a normal Bischler–Napieralski reaction product) and 6-methoxy-1-phenyl-3,4-dihydroisoquinolines (an abnormal reaction product). The reaction mechanism is discussed.
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