Light-Promoted Low-Valent-Tungsten-Catalyzed Ambient Temperature Amination of Boronic Acids with Nitroaromatics
Heng Song*, Yang Shen, Hu Zhou, Danli Ding, Fu Yang, Yemei Wang, Chen Xu* and Xingwei Cai*
*Jiangsu University of Science and Technology, Zhenjiang, Jiangsu 212003, P. R. China, Email: hengsongjust.edu.cn, chenxujust.edu.cn, scxwhjust.edu.cn
H. Song, Y. Shen, H. Zhou, D. Ding, F. Yang, Y. Wang, C. Xu, X. Cai, J. Org. Chem., 2022, 87, 5303-5314.
DOI: 10.1021/acs.joc.2c00138
see article for more reactions
Abstract
A low-valent tungsten complex catalyzes a visible light mediated amination of boronic acids with nitroaromatics at ambient temperature. With readily available W(CO)6 as a precatalyst under external-photosensitizer-free conditions, nitroaromatics smoothly undergo C-N coupling reactions with boronic acids, delivering structurally diverse secondary amines in good yields.
see article for more examples
proposed mechanism
Key Words
amination, arylation, triphenylphosphine, photochemistry
ID: J42-Y2022