Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals

Abstract

A general and concise method was developed for the synthesis of highly functionalized morphans 3–4 by the Michael and hetero-Michael addition reaction of different types of quinone monoketals 1 and 1,1-enediamines 2 in ethanol or 1,4-dioxane at reflux. This method is suitable for the efficient parallel syntheses of N-containing heterocycles. A library of highly functional morphan derivatives was easily constructed using the Michael/hetero-Michael reaction.

Highly Selective Synthesis of 2-Amino-4,6-diarylpyridine Derivatives by the Cascade Reaction of 1,1-Enediamines with α,β-Unsaturated Ketones

“…Compounds 1 were prepared according to the literature . Compounds 2 and 3 were prepared according to the literature …”

Three-Component Cascade Reaction of 1,1-Enediamines, N,N-Dimethylformamide Dimethyl Acetal, and 1,3-Dicarbonyl Compounds: Selective Synthesis of Diverse 2-Aminopyridine Derivatives

“…Column chromatography was performed on silica gel (200–300 mesh). EDAMs 1 were prepared according to the literature. , …”

Uncatalyzed Addition and Cyclization of T_SN₃to 1,1-Enediamines: An Effective Green Route to Highly Functionalized 1,2,3-Triazole Compounds

“…All chemicals and solvents were used as received without further purification unless otherwise stated. Compounds 1 were obtained according to the literature [37][38][39][40][41].…”

“…1,1-Enediamines (EDAMs) are fascinating and versatile building blocks that are widely used to synthesize various heterocyclic compounds [37][38][39][40][41][42][43][44][45][46][47][48][49][50][51][52]. Many of these compounds have a wide range of biological activities, such as antitumor [53][54][55], pesticide [56][57][58], and others.…”