Abstract: | The behavior of tetrahydro4,5]- and tetrahydro6,7]benzinodoles in the Vilsmeier reaction was investigated. It was established that the steric hindrance created by the cyclohexane ring condensed in the 4 and 5 positions has a substantial effect on the character of the reaction of tetrahydrobenzindoles with various N,N-disubstituted amines. A case of N-acylation in the investigated reactions is described. 3-Formyl-4,5,6,7-tetrahydro4,5]- and 6,7,8,9-tetrahydro6,7]-benzindoles were converted to the corresponding tryptamines.See 1] for communication 16.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 360–365, March, 1979. |