钴催化的1-萘胺衍生物与α-羰基羧酸的脱羰C(8)-位酰氧基化反应

doi:10.6023/cjoc202111038

摘要/Abstract

研究了碱式碳酸钴为催化剂, 碳酸银为氧化剂, 碳酸钠为碱, 1-萘胺衍生物与α-羰基羧酸的sp²碳氢键活化酰氧基化反应, 从而得到了相应的芳香酯类化合物. 各种取代的苯甲酰甲酸、萘甲酰甲酸及噻吩-2-甲酰甲酸均能以中等及以上的收率得到目标化合物. 此外, 当反应中使用氘代苯甲酰甲酸作为反应底物时, 反应仍可以以62%的产率得到同位素标记的芳香酯化产物.

关键词: 钴催化, C—H键活化, 1-萘胺衍生物, α-羰基羧酸, C-8酰氧基化

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

引用此文

王朝彧, 董书达, 朱天阳, 刘玉琴, 武梓涵, 冯若昆. 钴催化的1-萘胺衍生物与α-羰基羧酸的脱羰C(8)-位酰氧基化反应[J]. 有机化学, 2022, 42(6): 1799-1810.

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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