Organocatalytic 1,3-dipolar [3+3] cycloaddition reaction of 1,2-cyclohexanedione with azides: direct access to highly substituted 1,2,3-triazoles

Enamine-mediated 1,3-dipolar [3+3] cycloaddition reactions of 1,2-cyclohexanedione with azides have been developed. This strategy could generate highly substituted 1,2,3-triazoles in high yields and high levels of regioselectivities. It has been demonstrated that various types of products could be o...

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Bibliographic Details
Published inNew journal of chemistry Vol. 40; no. 8; pp. 6559 - 6563
Main Authors Xu, Xianhong, Shi, Zhenyan, Li, Wenjun
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 2016
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
METAL-FREE SYNTHESIS
HIGH-YIELDING SYNTHESIS
1,4-DISUBSTITUTED 1,2,3-TRIAZOLES
REGIOSPECIFIC SYNTHESIS
ONE-POT STRATEGY
CLICK REACTION
REGIOSELECTIVE SYNTHESIS
TRIAZOLE FORMATION
N-TOSYLHYDRAZONES
ALKYNE CYCLOADDITION
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Summary:Enamine-mediated 1,3-dipolar [3+3] cycloaddition reactions of 1,2-cyclohexanedione with azides have been developed. This strategy could generate highly substituted 1,2,3-triazoles in high yields and high levels of regioselectivities. It has been demonstrated that various types of products could be obtained using different organocatalysts and substrates.
ISSN:1144-0546
1369-9261
DOI:10.1039/c6nj01083k