Synthesis of Phenols from Benzoic Acids

Author:

Xiong Wenzhang,Wang Rui,Liu Zhengqiang,Peng Feng,Zhao Ralph,Liu* Wenbo H.

Abstract

Abstract This chapter presents the procedure for synthesis of phenols from benzoic acids. Phenols are the critical structure unit in many natural products and pharmaceutical molecules. Moreover, they are the essential intermediates to produce a series of complicated skeletons in organic synthesis. Among many conversions based on carboxylic acids, the decarboxylative reaction of benzoic acid with the extrusion of CO 2 has aroused continuous interest from organic chemists, but in most circumstances, high temperatures and transition metals are required to satisfy the reactivity. Herein, a simple and practical method to turn benzoic acid into phenol is demonstrated. This method does not require light sources and transition metal assistance, which can be performed at room temperature. In addition, this method shows good tolerance to various functional groups, which can effectively convert various substituted benzoic acids into the corresponding phenols.

Publisher

Wiley

Reference23 articles.

1. School of Chemistry Sun Yat‐sen University Guangzhou 510006 China. E‐mail:liuwb29@mail.sysu.edu.cn. ORCID: 0000‐0001‐8442‐2697. We thank Sun Yat‐sen University for start‐up funds and the Fundamental Research Funds for the Central Universities (22qntd2306).

2. Coupling without Coupling Reactions: En Route to Developing Phenols as Sustainable Coupling Partners via Dearomatization–Rearomatization Processes

3. Transformations of Less-Activated Phenols and Phenol Derivatives via C–O Cleavage

4. Cross-Coupling of Phenol Derivatives with Umpolung Aldehydes Catalyzed by Nickel

5. Formal Direct Cross‐Coupling of Phenols with Amines

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