Concepedia

One-Step Synthesis of Ethyl Quinaldates by Lewis Acid Catalyzed Three-Component Coupling Reaction of Aromatic Amines, Aliphatic Aldehydes and Ethyl Glyoxylate

Isao Shimizu, Takashi Inada, Takayuki Nakajima

Heterocycles · 2005 · 18 citations · 12 references

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Concepts

Abstract

A convenient, efficient and simple one-pot method for the synthesis of quinaldates was developed by three-component coupling reaction of an arylamine (1), ethyl glyoxylate and an aliphatic aldehyde (2) in the presence of Lewis acid catalyst.The reaction proceeded most effectively using Yb(OTf) 3 as a catalyst.

References

12

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Nicholas Gathergood, Wei Zhuang, Karl Anker Jørgensen · Journal of the American Chemical Society · 2000 · 197 citations · Full text

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CpRu<sup>II</sup>PF<sub>6</sub>/Quinaldic Acid-Catalyzed Chemoselective Allyl Ether Cleavage. A Simple and Practical Method for Hydroxyl Deprotection

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Identification of GAPDH as a protein target of the saframycin antiproliferative agents

Chengguo Xing, Jacob R. LaPorte, J. Kent Barbay et al. · Proceedings of the National Academy of Sciences · 2004 · 76 citations · Full text

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Highly Enantioselective Friedel−Crafts Reaction of Aromatic Amines with Ethyl Glyoxylate Catalyzed by Chiral Titanium(IV) Complexes:  Practical Synthesis of Aminomandelic Acid Derivatives

Yu Yuan, Xing‐Wang Wang, Xin Li et al. · The Journal of Organic Chemistry · 2003 · 71 citations

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