Wang Wenli, Hu Yuanling, Yang Jianing, Zhang Shuyuan, Zhang Yuqing, Jin Qian, Xu Moke, Wang Qi, Shao Yinlin, Zhang Fangjun
School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, China.
College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou, 325035, China.
Org Lett. 2024 Oct 11;26(40):8468-8474. doi: 10.1021/acs.orglett.4c02863. Epub 2024 Sep 30.
This report describes the LuCl/B(CF) cocatalyzed reductive deoxygenation of 67 ketones, aldehydes, alcohols, and ethers to alkanes under mild conditions. The strategy tolerates reactive amino, hydroxyl, nitro, halogen, vinyl, and ester functional groups, and the results demonstrate rare chemoselective deoxygenation of α,β-unsaturated ketones. Isotopic labeling experiments, control experiments, and derivatization studies are used to elucidate the reaction mechanism.
本报告描述了在温和条件下，LuCl/B(CF)共催化67种酮、醛、醇和醚还原脱氧生成烷烃的反应。该策略可耐受活性氨基、羟基、硝基、卤素、乙烯基和酯官能团，结果表明α,β-不饱和酮发生了罕见的化学选择性脱氧反应。通过同位素标记实验、对照实验和衍生化研究来阐明反应机理。
