Citation: Yang Minrong, Zhu Ya'nan, Xu Fan. Cationic Aluminum Complex Catalyzed Synthesis of 2, 8-Dioxabicyclo[3.3.1]nonanes[J]. Chinese Journal of Organic Chemistry, ;2019, 39(12): 3550-3559. doi: 10.6023/cjoc201905009 shu

Cationic Aluminum Complex Catalyzed Synthesis of 2, 8-Dioxabicyclo[3.3.1]nonanes

College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123

Corresponding author: Xu Fan, xufan@suda.edu.cn
Received Date: 6 May 2019
Revised Date: 21 July 2019
Available Online: 7 December 2019
Fund Project: the Natural Science Foundation of the Jiangsu Higher Education Institutions of China 18KJA150007Project supported by the National Natural Science Foundation of China (No. 21272168) and the Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No. 18KJA150007)the National Natural Science Foundation of China 21272168

Figures(6)

2, 8-Dioxabicyclo[3.3.1]nonane exists in many natural biologically active materials. Cationic aluminum complex[AlCl(CH₃CN)₅]²⁺[(AlCl₄)₂]^2-·CH₃CN can be easily prepared via the reaction of AlCl₃ with CH₃CN at room temperature. It served as efficient catalyst for the tandem Friedel-Crafts alkylation/ketalization reaction of 2-hydroxychalcones with naphthols to produce diaryl-fused 2, 8-dioxabicyclo[3.3.1]nonanes in moderate to high yields. This method provides a practical process to afford this type of biologically important compounds in good yields using easily available and inexpensive catalyst.
- cationic aluminum complex,
- Lewis acid,
- catalysis,
- 2, 8-dioxabicyclo[3.3.1]nonane,
- synthesis
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