Different Directions of the Reaction of 1-(2-Oxocycloalkyl)-ethane-1,1,2,2-tetracarbonitriles with Aqueous Ammonia


Citar

Texto integral

Acesso aberto Acesso aberto
Acesso é fechado Acesso está concedido
Acesso é fechado Somente assinantes

Resumo

Tetracyanoethylene adducts of cycloalkanones, 1-(2-oxocycloalkyl)ethane-1,1,2,2-tetracarbonitriles, reacted with aqueous ammonia at room temperature to give, depending on the cycloalkane ring size and reaction conditions, three types of nitrogen-containing heterocyclic compounds. The reaction of tetracyanoethylene-cyclohexanone adducts with 20–25% aqueous ammonia afforded 10,11-diazatricyclo[5.3.2.01,6]-dodec-8-ene derivatives, whereas their seven- and eight-membered analogs were converted to pyrrolo[3,4-c]-pyridines under similar conditions. Treatment of 1-(2-oxocyclooctyl)ethane-1,1,2,2-tetracarbonitrile with 10–15% aqueous ammonia led to the formation of 2,5-diamino-3-(2-oxocyclooctyl)-3H-pyrrole-3,4-dicarbonitrile as a mixture of two diastereoisomers.

Sobre autores

M. Belikov

I.N. Ul’yanov Chuvash State University

Autor responsável pela correspondência
Email: belikovmil@mail.ru
Rússia, Cheboksary

O. Ershov

I.N. Ul’yanov Chuvash State University

Email: belikovmil@mail.ru
Rússia, Cheboksary

Arquivos suplementares

Arquivos suplementares
Ação
1. JATS XML

Declaração de direitos autorais © Pleiades Publishing, Ltd., 2019