Palladium-Catalyzed Csp3–H Bond mono-Aroyloxylation of O-Alkyl Substituted 2,4,6-Trimethoxybenzaldoxime Ethers
Author:
Qiao Wen-Li1,
Shao Ling-Yan1,
Hu Ya-Hua1,
Xing Li-Hao1,
Deng Ke-Zuan1,
Liu Hong-Wei1,
Liao Dao-Hua1,
Ji Ya-Fei1
Affiliation:
1. School of Pharmacy, East China University of Science & Technology
Abstract
A palladium-catalyzed Csp3–H bond mono-aroyloxylation of O-alkyl substituted oxime ethers has been developed by using 2,4,6-trimethoxybenzaldoxime as an exo-type directing group with exclusive site-selectivity. With the wide range of masked aliphatic alcohol substrates and aromatic acid coupling partners, the protocol allows rapid access to various 2-alkyl substituted glycol derivatives in synthetically useful to good yields. The employed directing group is readily removed, accordingly affording valuable functionalized aliphatic alcohols. When the solvent from hybrid DCE/HFIP to CH3CN, non-directed oxidative cross-coupling is observed between the electron-rich aromatic ring of substrates and aromatic acid partners.
Funder
National Natural Science Foundation of China
Publisher
Georg Thieme Verlag KG
Subject
Organic Chemistry
Cited by
1 articles.
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1. HFIP in Organic Synthesis;Chemical Reviews;2022-07-17