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15.5.1.1.1.4.2.4 Method 4: From N-Acetyl-2-(2-acylaryl)ethylamines

DOI: 10.1055/sos-SD-015-01146

Álvarez, M.; Joule, J. A.Science of Synthesis, (200515701.

FriedelCrafts acylation of N-acetyl-2-(3,4-dimethoxyphenyl)ethylamine 151 takes place regioselectively ortho to the N-acetylethylamine side chain giving 152. Acidic hydrolysis of these ketones 152 proceeds quantitatively to produce the 3,4-dihydroisoquinolines 153 (Scheme 72).[‌124‌]

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