Issue 15, 1997

Abnormal products in the Bischler–Napieralski isoquinoline synthesis

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1997, 2217-2222

Abnormal products in the Bischler–Napieralski isoquinoline synthesis

S. Doi, N. Shirai and Y. Sato, J. Chem. Soc., Perkin Trans. 1, 1997, 2217 DOI: 10.1039/A701332I

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