Hydroacridines XXV [1]. First Synthesis of (4aα,8aα,9aβ,10aβ)-Tetradecahydroacridine and New Syntheses of (4aα,8aα,9aα,10aβ)- and (4aα,8aβ,9aα,10aβ)-Tetradecahydroacridine |
| |
Authors: | Francisc Potmischil Joachim Buddrus Jörg Lambert |
| |
Affiliation: | (1) Department of Organic Chemistry, University of Bucharest, Bucureşti-1, Romania;(2) Institut für Spektrochemie und Angewandte Spektroskopie, Dortmund, Germany |
| |
Abstract: | Summary. On heating in dry DMSO, in the presence of potassium t-butoxide, the N-nitrosamine of (4aα,8aβ,9aβ,10aα)-tetradecahydroacridine is completely converted into the N-nitrosamine of (4aα,8aα,9aα,10aβ)-tetradecahydroacridine. Under similar conditions, the N-nitrosamine of (4aα,8aα,9aβ,10aα)-tetradecahydroacridine yields a ternary equilibrium mixture containing itself (19%), and the N-nitrosamines of (4aα,8aβ,9aα,10aβ)-tetradecahydroacridine (46%) and the so far unknown (4aα,8aα,9aβ,10aβ)-tetradecahydroacridine (35%). The resulting N-nitrosamines can be smoothly denitrosated to the corresponding secondary amines. |
| |
Keywords: | . Acridines, tetradecahydro Isomerizations Nitrogen heterocycles N-Nitrosamines Strained molecules. |
本文献已被 SpringerLink 等数据库收录! |
|