Synthesis of 10-Phenanthrenol Derivatives via Visible Light Catalyzed Itramolecular Cycloaromatization

doi:10.6023/cjoc202005077

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (12): 4258-4266.DOI: 10.6023/cjoc202005077 Previous Articles Next Articles

Special Issue: 有机光催化虚拟合辑

可见光催化分子内环芳构化合成10-菲酚衍生物

滕巧玲^a, 许露露^a, 程冬萍^b, 许孝良^a

a 浙江工业大学化学工程学院杭州 310014;
b 浙江工业大学药学院杭州 310014

收稿日期:2020-05-28 修回日期:2020-07-21 发布日期:2020-08-06
通讯作者: 程冬萍, 许孝良 E-mail:chengdp@zjut.edu.cn;xuxiaoliang@zjut.edu.cn
基金资助:
浙江省自然科学基金（Nos.LY18B020018，LY15B020004）和国家自然科学基金（No.21602197）资助项目.

Synthesis of 10-Phenanthrenol Derivatives via Visible Light Catalyzed Itramolecular Cycloaromatization

Teng Qiaoling^a, Xu Lulu^a, Cheng Dongping^b, Xu Xiaoliang^a

a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
b College of Pharmaceutical, Zhejiang University of Technology, Hangzhou 310014

Received:2020-05-28 Revised:2020-07-21 Published:2020-08-06
Supported by:
Project supported by the Zhejiang Provincial Natural Science Foundation (Nos. LY18B020018, LY15B020004) and the National Natural Science Foundation of China (No. 21602197).

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Abstract

Phenanthrene derivatives play an important role in pharmaceutical chemistry and material science. Due to its advantages of green, mild reaction conditions and great application potential, visible light catalysis has become a powerful tool in organic synthesis. In this paper, under the catalysis of photocatalyst Ir[dF(CF₃)ppy]₂(dtbbpy)PF₆, a series of 10-phenanthrenol derivatives were synthesized from 2-arylbenzoyl acetate derivatives in moderate to good yields through intramolecular cycloaromatization. In addition, the plausible reaction mechanism was also proposed.

Key words: visible-light photocatalysis, radical reaction, intramolecular cycloaromatization, phenanthrenols

Cite this article

Teng Qiaoling, Xu Lulu, Cheng Dongping, Xu Xiaoliang. Synthesis of 10-Phenanthrenol Derivatives via Visible Light Catalyzed Itramolecular Cycloaromatization[J]. Chinese Journal of Organic Chemistry, 2020, 40(12): 4258-4266.

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可见光催化分子内环芳构化合成10-菲酚衍生物

Synthesis of 10-Phenanthrenol Derivatives via Visible Light Catalyzed Itramolecular Cycloaromatization

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