Palladium-Catalyzed Csp3-H Bond mono-Aroyloxylation of O-Alkyl Substituted 2,4,6-Trimethoxybenzaldoxime Ethers.

Autor: Wen-Li Qiao, Ling-Yan Shao, Ya-Hua Hu, Li-Hao Xing, Ke-Zuan Deng, Hong-Wei Liu, Dao-Hua Liao, Ya-Fei Ji
Předmět:
Zdroj: Synlett; 2018, Vol. 29 Issue 9, p1249-1255, 7p
Abstrakt: 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. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index