Related Experiment Video
Updated: Jun 14, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Base-Mediated Cyclization of N-Benzyl Ketimines with Vinyl Sulfoxides: An Approach to Polysubstituted 1-Pyrrolines
Tenglong Xu1, Donghao Wang1, Zhen Liang1
1College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Hangzhou Normal University, Hangzhou 311121, P. R. China.
Abstract:
A protocol for synthesizing polysubstituted 1-pyrrolines (3,4-dihydro-2H-pyrrole) via base-mediated [3 + 2] cycloaddition of vinyl sulfoxides with N-benzyl ketimines under mild conditions has been developed. The methodology exhibits exceptional functional group compatibility, demonstrating applicability to both terminal and internal vinyl sulfoxide substrates. Control experiments and 1H NMR analyses have been conducted to propose a plausible reaction pathway. The synthetic value of this strategy has been further validated through successful gram-scale synthesis and subsequent transformation of the products into diverse 1-pyrrolines derivatives.
More Related Videos
08:12A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Related Concept Videos
Nucleophilic Aromatic Substitution: Elimination–Addition
Electrophilic Aromatic Substitution: Sulfonation of Benzene
Preparation and Reactions of Sulfides
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Electrophilic Aromatic Substitution: Nitration of Benzene
Base-Catalyzed Ring-Opening of Epoxides