Cobalt-Catalyzed Decarbonylative C(8)-Acyloxylation of 1-Naphthalamine Derivatives with α-Oxocarboxylic Acids

doi:10.6023/cjoc202111038

Abstract

The cobalt-catalyzed decarbonylative C(8)-acyloxylation of 1-naphthalamine derivatives with α-oxocarboxylic acids in the presence of Ag₂CO₃ and Na₂CO₃ was developed. Various substituted phenylglyoxylic acids, naphthalenylglyoxylic acid and 2-oxo-2-(thiophen-2-yl)acetic acid can be tolerated in this reaction, giving the desired products in moderate yields. In addition, when deuterated allyl glyoxylic acid is used, the yield of isotope labeled aromatic esterification product is 62%.

Key words: cobalt-catalyzed, C—H activation, 1-naphthylamide, α-oxocarboxylic acids, C(8)-acyloxylation

Cite this article

Chaoyu Wang, Shuda Dong, Tianyang Zhu, Yuqin Liu, Zihan Wu, Ruokun Feng. Cobalt-Catalyzed Decarbonylative C(8)-Acyloxylation of 1-Naphthalamine Derivatives with α-Oxocarboxylic Acids[J]. Chinese Journal of Organic Chemistry, 2022, 42(6): 1799-1810.

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