Iron-catalyzed oxidation of tertiary amines: Synthesis of β-1,3-dicarbonyl aldehydes by three-component C-C couplings

Weiping Liu; Jinhua Liu; Daisuke Ogawa; Yasushi Nishihara; Xingwei Guo; Zhiping Li

doi:10.1021/ol202749x

Iron-catalyzed oxidation of tertiary amines: Synthesis of β-1,3-dicarbonyl aldehydes by three-component C-C couplings

Weiping Liu, Jinhua Liu, Daisuke Ogawa, Yasushi Nishihara, Xingwei Guo, Zhiping Li

Research Institute for Interdisciplinary Science

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

83 Citations (Scopus)

Abstract

β-1,3-Dicarbonyl aldehydes were synthesized by iron-catalyzed oxidative reactions between 1,3-dicarbonyl compounds and two molecules of tertiary amines in the presence of tert-butyl hydroperoxide (TBHP). α,β-Unsaturated aldehydes generated by tertiary amine oxidation in situ act as key intermediates under mild reaction conditions.

Original language	English
Pages (from-to)	6272-6275
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	23
DOIs	https://doi.org/10.1021/ol202749x
Publication status	Published - Dec 2 2011

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "β-1,3-Dicarbonyl aldehydes were synthesized by iron-catalyzed oxidative reactions between 1,3-dicarbonyl compounds and two molecules of tertiary amines in the presence of tert-butyl hydroperoxide (TBHP). α,β-Unsaturated aldehydes generated by tertiary amine oxidation in situ act as key intermediates under mild reaction conditions.",

author = "Weiping Liu and Jinhua Liu and Daisuke Ogawa and Yasushi Nishihara and Xingwei Guo and Zhiping Li",

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AU - Liu, Jinhua

AU - Ogawa, Daisuke

AU - Nishihara, Yasushi

AU - Guo, Xingwei

AU - Li, Zhiping

PY - 2011/12/2

Y1 - 2011/12/2

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AB - β-1,3-Dicarbonyl aldehydes were synthesized by iron-catalyzed oxidative reactions between 1,3-dicarbonyl compounds and two molecules of tertiary amines in the presence of tert-butyl hydroperoxide (TBHP). α,β-Unsaturated aldehydes generated by tertiary amine oxidation in situ act as key intermediates under mild reaction conditions.

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