One-step synthesis of ethyl quinaldates by lewis acid catalyzed three-component coupling reaction of aromatic amines, aliphatic aldehydes and ethyl glyoxylate

Takashi Inada; Takayuki Nakajima; Isao Shimizu

doi:10.3987/COM-05-S(K)48

One-step synthesis of ethyl quinaldates by lewis acid catalyzed three-component coupling reaction of aromatic amines, aliphatic aldehydes and ethyl glyoxylate

Takashi Inada^*, Takayuki Nakajima, Isao Shimizu

^*Corresponding author for this work

Waseda University

Research output: Contribution to journal › Article › peer-review

15 Citations (Scopus)

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.

Original language	English
Pages (from-to)	611-619
Number of pages	9
Journal	Heterocycles
Volume	66
Issue number	1
DOIs	https://doi.org/10.3987/COM-05-S(K)48
Publication status	Published - 2005 Dec 31

ASJC Scopus subject areas

Organic Chemistry

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10.3987/COM-05-S(K)48

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title = "One-step synthesis of ethyl quinaldates by lewis acid catalyzed three-component coupling reaction of aromatic amines, aliphatic aldehydes and ethyl glyoxylate",

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.",

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AU - Inada, Takashi

AU - Nakajima, Takayuki

AU - Shimizu, Isao

PY - 2005/12/31

Y1 - 2005/12/31

N2 - 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.

AB - 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.

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One-step synthesis of ethyl quinaldates by lewis acid catalyzed three-component coupling reaction of aromatic amines, aliphatic aldehydes and ethyl glyoxylate

Abstract

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