Cyclic Guanidines; III¹Synthesis of Novel 8,13,15-Triazasteroids and Related Heterocycles

Abstract

The Pictet-Spengler reaction is utilized for the generation of 8,13,15-triazasteroids and related multicyclic compounds. The constitution of 7a is elucidated by NMR- and X-ray analysis. A second route to the triazasteroid ring system by Bischler-Napieralski type cyclization is disclosed. Synthetic alternatives as well as the variability in size and nature of rings A, B, C and D of the steroid-like skeletons are demonstrated. Synthesis covers 14 new tetra- and pentacyclic compounds on the basis of 9 novel ring systems.