Consecutive 2-azidoallylation/click cycloaddition of active methylene for synthesis of functionalized hepta-1,6-dienes with a bis-1,2,3-triazole scaffold

Zhenhua Liu; Huimin Chen; Xingxing Gan; Lianxiao Wang; Ping Lin; Jiayi Li; Xiuxiu Huang; Rongbiao Tian; Xuan Liu; Wen Gao; Bo Tang

doi:10.1039/D2QO01118B

Consecutive 2-azidoallylation/click cycloaddition of active methylene for synthesis of functionalized hepta-1,6-dienes with a bis-1,2,3-triazole scaffold†

Zhenhua Liu,^a Huimin Chen,^a Xingxing Gan,^a Lianxiao Wang,^b Ping Lin,^a Jiayi Li,^a Xiuxiu Huang,^a Rongbiao Tian,^a Xuan Liu,^a Wen Gao*^a and Bo Tang

*^a

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* Corresponding authors

^a College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Provincial Key Laboratory of Clean Production of Fine Chemicals, Shandong Normal University, Jinan, P. R. China
E-mail: gaowen@sdnu.edu.cn, tangb@sdnu.edu.cn

^b No.1 Middle School of Qihe Shandong, Dezhou, P. R. China

Abstract

A tandem 2-azidoallylation/click cycloaddition reaction can be accomplished with methylene compounds, phenolic substituted vinyl azide and alkynes in one pot. This general cascade reaction smoothly enables the construction of novel multifunctional hepta-1,6-dienes bearing quaternary/tertiary carbon and a bis-1,2,3-triazole scaffold in good to excellent yields.

Organic Chemistry Frontiers

Consecutive 2-azidoallylation/click cycloaddition of active methylene for synthesis of functionalized hepta-1,6-dienes with a bis-1,2,3-triazole scaffold†

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Consecutive 2-azidoallylation/click cycloaddition of active methylene for synthesis of functionalized hepta-1,6-dienes with a bis-1,2,3-triazole scaffold

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