Recent Advances on Benzofuranones: Synthesis and Transformation via C–H Functionalization

Zhi Tang; Zhou Tong; Renhua Qiu; Shuang-Feng Yin; Nobuaki Kambe

doi:10.1055/a-1405-5761

Synthesis, Table of Contents

Synthesis 2021; 53(18): 3193-3210
DOI: 10.1055/a-1405-5761

special topic

Bond Activation – in Honor of Prof. Shinji Murai

Recent Advances on Benzofuranones: Synthesis and Transformation via C–H Functionalization

Authors

Zhi Tang

^aState Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, P. R. of China

^bKey Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources Hainan Provincial Key Lab of Fine Chem, Hainan University, Haikou, 570228, P. R. of China
Zhou Tong

^aState Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, P. R. of China
Renhua Qiu∗

^aState Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, P. R. of China
Shuang-Feng Yin

^aState Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, P. R. of China
Nobuaki Kambe∗

^aState Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, P. R. of China

^cThe Institute of Scientific and Industrial Research, Osaka University, 8-1 Mihogaoka, Ibaraki-shi, Osaka 567-0047, Japan

Abstract

All articles of this category

Dedicated to Prof. Shinji Murai on the occasion of his 80^th birthday.

Abstract

The benzofuranone structure is important in many fields, such as natural products, pharmaceuticals, building blocks, antioxidants, and dyes. The efficient synthesis and transformation of benzofuranones have attracted great attention in organic synthesis. They can be synthesized by the Friedel–Crafts reaction and intramolecular dehydration ring-closing and transition-metal-catalyzed reactions, among others. Their direct utilization in the preparation of other functional molecules further enhance their application. Due to their low pK _a value and easy enolization, the transformation of benzofuranones via C(3)–H bond functionalization has been a hot issue since 2010. Herein, we highlight advances in the synthesis of benzofuranones and their transformation via C–H functionalization. Other transformations related to benzofuranones are also discussed.

1 Introduction

2 Synthesis of Benzofuranones

3 C–H Functionalization of Benzofuranones

4 Other Types of Reactions of Benzofuranones

5 Conclusion and Outlook

Key words

benzofuranone - C–H bond functionalization - transition-metal catalysis - cross coupling

Full Text

References

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