Bischler-Napieralski Cyclization of N-[2-(2-Bromo-5-Hydroxy-4-Methoxyphenyl)Ethyl]-N-[(S)-1-Phenylethyl]-2-(2-Bromo-4,5-Dimethoxyphenyl)Acetamide Accompanied by Elemination of Chiral Auxiliary

摘要

N-[2-(2-Bromo-5-hydroxy-4-methoxyphenyl)ethyl]-N-[(S)-1-phenylethyl]-2-(2-bromo-4,5-dimethoxyphenyl)acetamide (5) was cyclized under N-dealkylation at the 2-position to the racemic 1-benzyl-1,2,3,4-tetrahydroisoquinoline derivatives (6) by the Bischler-Napieralski cyclization followed by NaBH_4 reduction (Polniaszek's method).