Issue 35, 2021

A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2 and tBuOK

Abstract

A general method for the demethylation, debenzylation, and deallylation of aryl ethers using HPPh2 and tBuOK 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.

Graphical abstract: A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2 and tBuOK

Supplementary files

Article information

Article type
Paper
Submitted
02 Jul 2021
Accepted
16 Aug 2021
First published
17 Aug 2021

Org. Biomol. Chem., 2021,19, 7633-7640

A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2 and tBuOK

W. Pan, C. Li, H. Zhu, F. Li, T. Li and W. Zhao, Org. Biomol. Chem., 2021, 19, 7633 DOI: 10.1039/D1OB01286J

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