Polycyclic N-Hetero Compounds. V. A Novel Synthesis of Isoquinoline by the Vilsmeier Reaction of Phenylacetonitriles
- 1 January 1975
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 23 (3) , 497-500
- https://doi.org/10.1248/cpb.23.497
Abstract
A novel synthesis of 3-chloro-or 3-chloro-4-formylisoquinolines by the Vilsmeier reaction of phenylacetonitriles is described. 3, 5-Dimethoxyphenylacetonitrile (I) afforded 3-chloro-6, 8-dimethoxyisoquinoline (II) in a good yield and a small amount of 3-chloro-6, 8-dimethoxy-4-formyl isoquinoline (III). Other phenylacetonitriles (V) afforded 3-chloro-4-formylisoquinoline derivatives (VI) only. The mechanism of this reaction is proposed.Keywords
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