State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, China.
The Department of Dermatology, Xiangya Hospital, Central South University, Changsha, Hunan 410008, China.
Org Biomol Chem. 2021 Sep 15;19(35):7633-7640. doi: 10.1039/d1ob01286j.
A general method for the demethylation, debenzylation, and deallylation of aryl ethers using HPPh and BuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chemical selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.
本文报道了一种使用 HPPh 和 BuOK 脱除芳基醚的甲基、苄基和烯丙基的通用方法。该反应具有温和、无金属的反应条件、广泛的底物范围、良好的官能团相容性以及对芳基醚相对于脂肪族结构的高化学选择性等特点。值得注意的是,该方法能够选择性脱保护烯丙基或苄基,使其成为有机合成中一种通用且实用的方法。