Approach to Spirocyclohexadienes via Visible Light-Mediated ipso-Cyclization of Amino Acid Derivatives with N-(2-Phenyl)benzoyl Groups

被引：1

作者：

Yoshida, Yuki ^{[1
]}

Takeuchi, Haruka ^{[1
]}

Arichi, Norihito ^{[1
]}

Oishi, Shinya ^{[1
]}

Ohno, Hiroaki ^{[1
]}

Inuki, Shinsuke ^{[1
]}

机构：

[1] Kyoto Univ, Dept Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 13卷 / 07期

关键词：

spirocycle; dearomatization; ipso-cyclization; photoredox catalyst; decarboxylative functionalization; PHOTOREDOX CATALYSIS; RINGS;

D O I：

10.1002/ajoc.202400140

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Spirocycles are important structural motifs, found in natural and pharmaceutical compounds, which have attracted considerable interest in modern drug discovery research. Herein, we describe the development of a visible light-mediated ipso-cyclization of amino acid derivatives with N-(2-phenyl)benzoyl groups, allowing easy access to a variety of spirocyclohexadienes. The addition of water was found to be beneficial in promoting the reaction progress. Investigation of the substrate scope revealed that incorporating an electron-donating moiety at the 3 '-position of the biphenyl group resulted in a more favorable outcome for spirocycle formation.

引用

页数：7