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Paper | Regular issue | Vol 26, No. 8, 1987, pp.2209-2213
Published online, 1st January, 1970
DOI: 10.3987/R-1987-08-2209
1-Phenethyl-2,3,4,5-tetrahydro-1H-2-benzazepines from 2-Acetyl-1-methylene-2,3,4,5-tetrahydro-1H-2-benzazepines

Ricardo Alomso and Arnold Brossi

*Section of Medical Chemistry, Laboratory of Analytical Chemistry, NIDDK, National Institute of Health, Bethesda, MD 20982, U.S.A.

Abstract

(±)-1-(3’,4’,5’-Trimethoxyphenethyl)-7,8-dimethoxy-2,3,4,5-tetrehydro-1H-2-benzarepine (7) and its N-acetyl derivative 8, of which the 1-phenyl analogs have potent platelet antiaggregatory properties, have been synthesized from 2-acetyl-1-methylene-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-2-benzazepine (1). The chemical reactivity of 2-benzazepines in this transformation has shown to be very similar to that of isoquinolines.