Citation: Ding Xiaoyou, Xu Fan. Ferric Chloride Catalyzed Synthesis of 2, 3-Dihydro-benzo[f]chromen-1-one[J]. Chinese Journal of Organic Chemistry, ;2018, 38(12): 3345-3350. doi: 10.6023/cjoc201806007 shu

Ferric Chloride Catalyzed Synthesis of 2, 3-Dihydro-benzo[f]chromen-1-one

Ding Xiaoyou ,
Xu Fan ^,

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

Corresponding author: Xu Fan, xufan@suda.edu.cn
Received Date: 6 June 2018
Revised Date: 30 July 2018
Available Online: 23 December 2018
Fund Project: the National Natural Science Foundation of China 21272168Project supported by the National Natural Science Foundation of China (No. 21272168)

Figures(1)

Aromatic-fused pyran-4-one skeleton exists in many natural and synthetic biologically active materials. An efficient method for the transformation of naphthyl 3-methylcrotonate to 2, 3-dihydro-benzo[f]chromen-1-one catalyzed by ferric chloride is described, which provides a practical process to afford this type of biologically important compounds in good yields using commercially available and inexpensive catalyst. A two-step mechanism involving Fries rearrangement and intramolecular hydroalkoxylation is proposed.
- ferric chloride,
- aromatic-fused pyrone,
- catalysis,
- Fries rearrangement,
- hydroalkoxylation
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