Synthesis of N-alkyl(acyl)-1,2,3,4-tetrahydro-4-methylspiro [quinoline-2-cyclohexanes] and their conversions

The alkylation and acylation of 1,2,3,4-tetrahydro-4-methylspiroquinoline-2-cyclohexane] and its bromo (methyl) derivatives substituted in the benzene ring, as well as 1,2,3,4-tetrahydro-4-methylspirobenzo(h)quinoline-2-cyclohexane], were studied. It was established that the N-allyl derivatives ofspirotetrahydroquinolinecyclohexanes] are converted to their 8-allyl-substituted analogs by the action of sulfuric acid, boron trifluoride etherate, and aluminum chloride. It was shown that the N-acyl-substituted spirotetrahydroquinolinecyclohexanes] are recyclized to spiroindan-1-cyclohexanes] in phosphoric acid.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 789–796, June, 1993.