Simple and Practical Conversion of Benzoic Acids to Phenols at Room Temperature.

Abstract

Phenols are important organic molecules because they have found widespread applications in many fields. Herein, an efficient and practical approach to prepare phenols from benzoic acids via simple organic reagents at room temperature is reported. This approach is compatible with various functional groups and heterocycles and can be easily scaled up. To demonstrate its synthetic utility, bioactive molecules and unsymmetrical hexaarylbenzenes have been prepared by leveraging this transformation as strategic steps. Mechanistic investigations suggest that the key migration step involves a free carbocation instead of a radical intermediate. Considering the abundance of benzoic acids and the utility of phenols, it is anticipated that this method will find broad applications in organic synthesis.