Related Experiment Video
Updated: May 9, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
One-pot three-component synthesis of azaspirononatriene derivatives
Ali Oudi1, Abbas Ali Esmaeili2, Azizollah Habibi3
1Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, Iran.
Abstract:
The present investigation has introduced a new class of isocyanide/acetylene-based multicomponent reactions (IAMCRs). These are a robust technique for efficiently synthesizing intricate spiro architectures through a zwitterionic adduct. The coupling reaction between the "in situ" generated dipoles of the isocyanide-acetylenic ester adducts and 3-alkyl-4-arylidene-isoxazol-5(4H)-one derivative presents a highly effective synthetic pathway for obtaining novel 1-oxo-2-oxa-3-azaspiro[4.4]nona-3,6,8-triene heterocycles. The broad range of substrates, standard experimental conditions, straightforward procedure, and impressive yields make our catalyst-free three-component approach highly practical and green, as it remarkably offers step-, time- and cost-effectiveness based on the green metrics.
Related Concept Videos
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism
Diazonium Group Substitution: –OH and –H

