Cu(OAc)2-catalyzed remote benzylic C(sp3)–H oxyfunctionalization for CO formation directed by the hindered para-hydroxyl group with ambient air as the terminal oxidant under ligand- and additive-free conditions

Literature Information

Publication Date 2013-10-11
DOI 10.1039/C3GC41946K
Impact Factor 10.182
Authors

Jian-An Jiang, Cheng Chen, Jian-Gang Huang, Hong-Wei Liu, Song Cao, Ya-Fei Ji


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Abstract

A hindered para-hydroxyl group-directed remote benzylic C(sp3)–H oxyfunctionalization has been developed for the straightforward transformation of 2,6-disubstituted 4-cresols, 4-alkylphenols, 4-hydroxybenzyl alcohols and 4-hydroxybenzyl alkyl ethers into various aromatic carbonyl compounds. The ligand- and additive-free Cu(OAc)2-catalyzed atmospheric oxidation mediated by ethylene glycol unlocks a facile, atom-economical, and environmentally benign CO formation for the functionalization of primary and secondary benzyl groups. Due to the pharmaceutical importance of 4-hydroxybenzaldehydes and 4-hydroxyphenones, the methodology is expected to be of significant value for both fundamental research and practical applications.

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Front/Back Matter

DOI: 10.1039/C9AN90058F

Inside back cover

Cover

DOI: 10.1039/C9AN90059D

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