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BODIPY Photocatalyzed Beckmann Rearrangement and Hydrolysis of Oximes under Visible Light

Xiaoyan Peng, Yutong liu, Qing Shen, Dan Chen, Xueqin Chen, Yuning Fu, Jingxia Wang, Xiaobin Zhang, Hezhong Jiang* and Jiahong Li*

*School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610041, China, Email: jianghz10sina.com, jiahongljh163.com

X. Peng, Y. liu, Q. Shen, D. Chen, X. Chen, X. Fu, J. Wang, X. Zhang, H. Jiang, J. Li, J. Org. Chem., 2022, 87, 11952-11967.

DOI: 10.1021/acs.joc.2c00813


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Abstract

A BODIPY dye catalyzes an efficient and mild rearrangement of oximes to amides or hydrolysis to ketones/aldehydes under visible light irradiation in the presence of air as an oxidant. The triplet excited state of BODIPY played a significant role in the catalytic process.


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proposed mechanisms



Key Words

ketones, aldehydes, photochemistry


ID: J42-Y2022