Simple and Practical Conversion of Benzoic Acids to Phenols at Room Temperature was written by Xiong, Wenzhang;Shi, Qiu;Liu, Wenbo H.. And the article was included in Journal of the American Chemical Society in 2022.Product Details of 1146-43-6 This article mentions the following:
Herein, an efficient and practical approach to prepare phenols from benzoic acids via simple organic reagents at room temperature was reported. This approach was compatible with various functional groups and heterocycles and can be easily scaled up. To demonstrate its synthetic utility, bioactive mols. and unsym. hexaarylbenzenes was prepared by leveraging this transformation as strategic steps. Mechanistic investigations suggest that the key migration step involve a free carbocation instead of a radical intermediate. Considering the abundance of benzoic acids and the utility of phenols, it was anticipated that this method will find broad applications in organic synthesis. In the experiment, the researchers used many compounds, for example, N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6Product Details of 1146-43-6).
N-(4-Hydroxyphenyl)-4-methylbenzenesulfonamide (cas: 1146-43-6) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Product Details of 1146-43-6
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics