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Citation: Yuanyi Lu, Jun Zhao, Hongshuang Li. Silver-Catalyzed Ring-Opening Minisci Reaction: Developing a Teaching Experiment Suitable for Undergraduates[J]. University Chemistry, ;2024, 39(11): 225-231. doi: 10.3866/PKU.DXHX202401088 shu

Silver-Catalyzed Ring-Opening Minisci Reaction: Developing a Teaching Experiment Suitable for Undergraduates

State Key Laboratory of Advanced Drug Delivery and Release Systems, School of Pharmaceutical Sciences & Institute of Materia Medica, Shandong First Medical University & Shandong Academy of Medical Sciences, Jinan 250117, China

Received Date: 30 January 2024
Revised Date: 3 April 2024

The substitution of heteroaromatics by nucleophilic carbon-centered radicals is known as the Minisci reaction. In this study, efficient synthesis of 4-(benzo[d]thiazol-2-yl)butan-2-one was achieved through radical alkylation between 1-methylcyclopropan-1-ol and benzo[d]thiazole under silver-catalyzed and aqueous conditions. This method offers advantages such as simple operation procedures, mild reaction conditions, and excellent atom-economy. Undergraduates have successfully validated this reaction, making it a suitable candidate for a teaching experiment that effectively supplements knowledge in radical chemistry.
- Minisci reaction,
- 1-Methylcyclopropan-1-ol,
- Benzo[d]thiazole,
- Radical alkylation,
- Teaching experiment
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