Efficient and practical synthesis of N-acetyl enamides from ketoximes by unique iron catalytic system

Takahiro Kunishige; Daisuke Sawada

doi:10.1016/j.tetlet.2019.05.006

Efficient and practical synthesis of N-acetyl enamides from ketoximes by unique iron catalytic system

Takahiro Kunishige, Daisuke Sawada

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

3 Citations (Scopus)

Abstract

A new procedure for the iron-catalyzed synthesis of enamides from ketoximes was developed, and its mechanism was proposed. A unique reduction system, with the concerted use of KI and Na₂S₂O₄, was involved. The reaction exhibited a wide substrate scope and gave good yields in a short reaction time. The procedure is operationally simple and also applicable for the large-scale synthesis.

Original language	English
Pages (from-to)	1562-1565
Number of pages	4
Journal	Tetrahedron Letters
Volume	60
Issue number	24
DOIs	https://doi.org/10.1016/j.tetlet.2019.05.006
Publication status	Published - Jun 13 2019

Keywords

Enamide synthesis
Iron catalyst
Ketoxime
One-electron reduction

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2019.05.006

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title = "Efficient and practical synthesis of N-acetyl enamides from ketoximes by unique iron catalytic system",

abstract = "A new procedure for the iron-catalyzed synthesis of enamides from ketoximes was developed, and its mechanism was proposed. A unique reduction system, with the concerted use of KI and Na2S2O4, was involved. The reaction exhibited a wide substrate scope and gave good yields in a short reaction time. The procedure is operationally simple and also applicable for the large-scale synthesis.",

keywords = "Enamide synthesis, Iron catalyst, Ketoxime, One-electron reduction",

author = "Takahiro Kunishige and Daisuke Sawada",

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T1 - Efficient and practical synthesis of N-acetyl enamides from ketoximes by unique iron catalytic system

AU - Kunishige, Takahiro

AU - Sawada, Daisuke

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N2 - A new procedure for the iron-catalyzed synthesis of enamides from ketoximes was developed, and its mechanism was proposed. A unique reduction system, with the concerted use of KI and Na2S2O4, was involved. The reaction exhibited a wide substrate scope and gave good yields in a short reaction time. The procedure is operationally simple and also applicable for the large-scale synthesis.

AB - A new procedure for the iron-catalyzed synthesis of enamides from ketoximes was developed, and its mechanism was proposed. A unique reduction system, with the concerted use of KI and Na2S2O4, was involved. The reaction exhibited a wide substrate scope and gave good yields in a short reaction time. The procedure is operationally simple and also applicable for the large-scale synthesis.

KW - Enamide synthesis

KW - Iron catalyst

KW - Ketoxime

KW - One-electron reduction

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ER -

Efficient and practical synthesis of N-acetyl enamides from ketoximes by unique iron catalytic system

Abstract

Keywords

ASJC Scopus subject areas

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