Zhang Zongnan, Zhang Guoxiang, Xiong Ni, Xue Ting, Zhang Junjie, Bai Lu, Guo Qinyue, Zeng Rong
Org Lett. 2021 Apr 16;23(8):2915-2920. doi: 10.1021/acs.orglett.1c00556. Epub 2021 Mar 26.
The selective α-C-C bond cleavage of unfunctionalized secondary (2°) and tertiary alcohols (3°) is essential for valorization of macromolecules and biopolymers. We developed a blue-light-driven iron catalysis for aerobic oxidation of 2° and 3° alcohols to acids via α-C-C bond cleavages at room temperature. The first example of oxygenation of the simple tertiary alcohols was reported. The iron catalyst and blue light play critical roles to enable the formation of highly reactive O radicals from alcohols and the consequent two α-C-C bond cleavages.