Iron-catalyzed β-hydroxymethylative carbonylation of styrene under photo-irradiation.

Autor: Guan, Meng, Hou, Ming, Tang, Shuwang, Cheng, Guang, Zhu, Xinyu, Zhao, Yun-Hui, Tang, Ximei, Zhou, Hongwei, Qiu, Guanyinsheng
Předmět:
Zdroj: Chemical Communications; 11/18/2023, Vol. 59 Issue 89, p13309-13312, 4p
Abstrakt: This study describes an iron-catalyzed divergent oxidation of styrene into β-hydroxylmethylketone and ketone under photo-irradiation. This divergence is ascribed to the use of styrene with various substituents. More importantly, methanol is oxidized into formaldehyde in the reaction and serves as a C1 synthon. Mechanism investigations show that the reaction is initiated by oxidative SET to transfer styrene into the cation radical. The reaction pathway undergoes HAT and β-hydride elimination as well as a concerted cyclization. Particularly, several drug-like molecules, such as melperone analogue, lenperone analogue, and haloperidol analogue, are synthesized. In addition, this method is also applicable to the synthesis of natural product (R)-atomoxetine. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index