Copper-Catalyzed Cross-Dehydrogenative-Coupling Reaction of N-Arylglycine Esters with Imides or Amides for Synthesis of α-Substituted α-Amino Acid Esters,Synlett

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Copper-Catalyzed Cross-Dehydrogenative-Coupling Reaction of N-Arylglycine Esters with Imides or Amides for Synthesis of α-Substituted α-Amino Acid Esters
Synlett ( IF 1.7 ) Pub Date : 2018-06-05 , DOI: 10.1055/s-0036-1591586
Zhi-Qiang Zhu _{1,

2} , Zong-Bo Xie _{1,

2} , Zhang-Gao Le _{1,

2} , Li-Jin Xiao ₂ , Dong Guo , Yue Lu

Affiliation

A simple and highly efficient cross-dehydrogenative-coupling (CDC) reaction between N-aryl glycine esters and imides or amides by the catalysis of a copper salt without the requirement of peroxide agents is described. The novel reaction provides a facile approach for the synthesis of α-substituted α-amino acid esters through C–H/N–H oxidative cross-coupling. A possible mechanism for the CDC reaction by using copper as a catalyst and air as the terminal oxidant is also proposed. This synthetic approach has the advantages of good yields, simple operation and mild reaction conditions.

中文翻译：

N-芳基甘氨酸酯与酰亚胺或酰胺的铜催化交叉脱氢偶联反应合成α-取代的α-氨基酸酯

描述了 N-芳基甘氨酸酯与酰亚胺或酰胺之间通过铜盐催化的简单高效的交叉脱氢偶联 (CDC) 反应，无需过氧化物试剂。该新反应为通过 C-H/N-H 氧化交叉偶联合成 α-取代的 α-氨基酸酯提供了一种简便的方法。还提出了使用铜作为催化剂和空气作为末端氧化剂进行CDC反应的可能机制。该合成方法具有收率好、操作简单、反应条件温和等优点。

更新日期：2018-06-05

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