Sheng Wei, Huang Xuejin, Cai Jianhua, Zheng Ye, Wen Yuxi, Song Chunlan, Li Jiakun
College of Chemistry and Chemical Engineering, State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, China.
Org Lett. 2023 Aug 25;25(33):6178-6183. doi: 10.1021/acs.orglett.3c02309. Epub 2023 Aug 16.
The direct construction of 1,3-hydroxyfunctionalized molecules is still a significant challenge, as they can currently be obtained through multiple synthetic steps. Herein, we report a general and efficient 1,3-hydroxyfunctionalization of arylcyclopropanes by electrochemical oxidation with a strategic choice of nucleophiles and HO. 1,3-Amino alcohols, 1,3-alkynyl alcohols, 1,3-hydroxyesters, and 1,3-halo alcohols are achieved with high levels of chemo- and regio-selectivity, opening a new dimension for 1,3-difunctionalization reaction.
直接构建1,3 - 羟基官能化分子仍然是一项重大挑战，因为目前它们需要通过多个合成步骤才能获得。在此，我们报道了一种通用且高效的通过电化学氧化对芳基环丙烷进行1,3 - 羟基官能化的方法，该方法通过对亲核试剂和羟基进行策略性选择来实现。1,3 - 氨基醇、1,3 - 炔基醇、1,3 - 羟基酯和1,3 - 卤代醇均以高化学选择性和区域选择性得以实现，为1,3 - 双官能化反应开辟了新的维度。
