Synthesis and nucleophilic properties of 1-(2-methoxyethyl) and 1-(2-phenoxyethyl)-3,3-dialkyl-3,4-dihydroisoquinolines

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Resumo

The Ritter reaction of dialkyl benzyl carbinols with 3-methoxy- and 3-phenoxypropanenitriles afforded the corresponding 1-(2-methoxyethyl)- and 1-(2-phenoxyethyl)-3,3-dialkyl-3,4-dihydroisoquinolines. Likewise, benzo[f]isoquinoline derivatives were synthesized from 2-methyl-3-(naphthalen-1-yl)propan-2-ol. The obtained compounds were shown to have the imine structure, but they exhibited enamine properties. In particular, their reactions with oxalyl chloride resulted in pyrrole annulation.

Sobre autores

A. Mikhailovskii

Perm State Pharmaceutical Academy

Autor responsável pela correspondência
Email: neorghim@pfa.ru
ORCID ID: 0000-0002-5104-4877
Rússia, ul. Polevaya, 2, Perm, 614990

A. Yusov

Perm State Pharmaceutical Academy

Email: neorghim@pfa.ru
ORCID ID: 0000-0003-4059-2613
Rússia, ul. Polevaya, 2, Perm, 614990

N. Pershina

Perm State Pharmaceutical Academy

Email: neorghim@pfa.ru
ORCID ID: 0000-0002-1422-2902
Rússia, ul. Polevaya, 2, Perm, 614990

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