Heterocyclic steroids XV. Synthesis of 13,14‐diazasteroidal systems
- 1 January 1969
- journal article
- research article
- Published by Wiley in Recueil des Travaux Chimiques des Pays-Bas
- Vol. 88 (2), 149-157
- https://doi.org/10.1002/recl.19690880204
Abstract
β‐Tetralone (Ia) and 6‐methoxy‐β‐tetralone (Ib) have been alkylatedviathe corresponding pyrrolidine enamines to their 1‐alkoxycarbonylmethyl derivatives IIIa and IIIb. Reaction of IIIa and IIIb with hydrazine hydrate gave benzo[f]cinnolones IVa and IVb, which were reduced with lithium aluminium hydride to tricyclic hydrazines VIa and VIc, respectively. Treatment of the latter with malonyl dichloride and triethylamine led to the formation of 13,14‐diazasteroids IXa and IXb. Condensation of IIIb with hexahydropyridazine (XIII) gave the D‐homo‐diazasteroidal system XIV in one step.This publication has 12 references indexed in Scilit:
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