515814-33-2Relevant academic research and scientific papers
Condensed isoquinolines. 13*. Synthesis of 1,2,3,4-tetrahydro-spiro[isoquinoline-4,1′-cyclopentane]-3-imines and condensed spirocyclic systems based on them
Kisel,Kostyrko,Kovtunenko
, p. 940 - 946 (2007/10/03)
1-(2-Bromomethylphenyl]-1-cyclopentanecarbonitrile has been synthesized by the cycloalkylation of (2-methylphenyl)acetonitrile with 1,4-dibromobutane with subsequent bromination of the intermediate product with N-bromosuccinimide. The product serves as a convenient intermediate in the synthesis of derivatives of a series of heterospiro systems. Condensation of it with primary amines leads to the hydrobromides of 1,2,3,4-tetrahydrospiro[isoquinoline-4,1′-cyclopentane]-3-imines, but with vicinal eneamino carbonyl compounds derivatives results in previously undescribed condensed spirocyclic systems, viz. spiro[5H-isoquino[2,3-a]quinazoline-7,1′-cyclopentane] and spiro[4H-thieno[3′,2′:5,6]- pyrimido[1,2-b]isoquinoline-6,1′-cyclopentane].
