Mandal Tanumoy, Islam Malekul, Das Sanju, Azim Aznur, De Sarkar Suman
Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, West Bengal 741246, India.
Org Lett. 2025 Jan 10;27(1):315-321. doi: 10.1021/acs.orglett.4c04357. Epub 2024 Dec 22.
An organophotocatalyzed approach for the chemoselective dealkylation of phenols is developed. This method demonstrates exceptional selectivity toward the cleavage of phenolic ethers over equivalent aliphatic ethers and alkyl benzoates, presenting a broad range of functional group sustainability. This strategy also enables selective debenzylation of phenols in the presence of reduction-sensitive functional groups. Mechanistic studies and photophysical experiments provide evidence for the selective disintegration of C-O bonds through photo-oxidation, facilitated by the oxophilicity of silicon.
开发了一种用于酚类化学选择性脱烷基化的有机光催化方法。该方法对酚醚的裂解表现出优于同等脂肪族醚和苯甲酸酯的卓越选择性，具有广泛的官能团耐受性。该策略还能够在存在对还原敏感的官能团的情况下实现酚类的选择性脱苄基化。机理研究和光物理实验为通过光氧化选择性裂解碳 - 氧键提供了证据，这一过程由硅的亲氧性促进。
