A NHC-catalyzed 1,3-dipolar cycloaddition reaction of allyl ketones with azides: direct access to 1,4,5-trisubstituted 1,2,3-triazoles

作者：Yuan, Huijun; Zhang, Lili; Liu, Zhantao; Liu, Yang; Wang, Jian^*; Li, Wenjun^*

来源：Organic and Biomolecular Chemistry, 2017, 15(20): 4286-4290.

DOI：10.1039/c7ob00906b

• HIGHLY SUBSTITUTED 1,2,3-TRIAZOLES
• HETEROCYCLIC CARBENE CATALYSIS
• HIGH-YIELDING SYNTHESIS
• OXIDES DIRECT ACCESS
• METAL-FREE SYNTHESIS
• ONE-POT SYNTHESIS
• ALPHA,BETA-UNSATURATED ALDEHYDES
• ALKYNE CYCLOADDITION
• 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES
• CLICK CHEMISTRY

A NHC-catalyzed 1,3-dipolar cycloaddition reaction of allyl ketones with azides has been developed. This strategy could generate 1,4,5-trisubstituted 1,2,3-triazoles in high yields and regioselectivities in the presence of a 20 mol% N-heterocyclic carbene catalyst. A broad substrate scope of this process is also presented.

• 出版日期2017-5-28
• 单位五邑大学; 清华大学; 青岛大学