Citation: De-Rong Ji, Hua Yang, Xiao-Jing Zhao, Hao Yang, Yang-Zhao Liu, Dai-Hui Liao, Chun Feng, Cheng-Gang Zhang. Oxidative intramolecular coupling of 2, 3-disubstituted phenyl acrylic acids and derivatives promoted by di-tert-butylperoxide[J]. Chinese Chemical Letters, ;2014, 25(2): 348-350. shu

Oxidative intramolecular coupling of 2, 3-disubstituted phenyl acrylic acids and derivatives promoted by di-tert-butylperoxide

1.
College of Chemistry and Materials, Sichuan Normal University, Chengdu 610066, China

Corresponding author: Cheng-Gang Zhang,
Received Date: 6 July 2013
Available Online: 23 October 2013
Fund Project: The authors are grateful to Sichuan Provincial Education Department (No. 12ZA141) (No. 12ZA141)Key Laboratory of Advanced Functional Materials of Sichuan Province Higher Education System (No. KFKT2013-01) (No. KFKT2013-01)Sichuan Normal University (No. XYZ2013- 14-37) for financial support. (No. XYZ2013- 14-37)

Polymethoxy-substituted phenanthrene-9-carboxylic acids or theirmethylate are key intermediates for the synthesis of tylophora alkaloids and their analogs. An intramolecular oxidative coupling reaction of unfunctionalized 2,3-disubstituted phenyl acrylic acids and derivatives promoted by di-tert-butylperoxide gave above intermediates in high yields. The mild reaction conditions and easy purification procedures of this method provide a new approach for the synthesis of phenanthrenes.
- Polymethoxylphenanthrene,
- Cross dehydrogenative coupling (cdc),
- Radical cation,
- Intramolecular oxidative coupling
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沈阳化工大学材料科学与工程学院沈阳 110142