Related Experiment Video
Updated: Jul 4, 2025

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
Copper-catalyzed thiocyanation of cyclobutanone oxime esters using ammonium thiocyanate
Xia Zhao1, Tengteng Sun1, Wenxin Gu1
1College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, Key laboratory of Inorganic-organic Hybrid Functional Material Chemistry, Ministry of Education, Tianjin Normal University, Tianjin, 300387, China. hxxyzhx@mail.tjnu.edu.cn.
Abstract:
A copper-catalyzed thiocyanation of cycloketone oxime esters with ammonium thiocyanate has been developed for the first time. This innovative approach allows access to cyano and thiocyano bifunctionally substituted alkanes, which can be further transformed into their respective trifluoromethylthiol-substituted or difluoromethylthiol-substituted alkylnitriles, alkynyl sulfides, and phosphorothioate esters. The readily available nature of ammonium thiocyanate and the cost-effectiveness of the copper catalyst make this method a promising strategy for the synthesis of sulfur-containing alkylnitriles.
More Related Videos
Related Concept Videos
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
Preparation of Nitriles
Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism
Acid-Catalyzed Ring-Opening of Epoxides
Preparation and Reactions of Sulfides

