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

77 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

Fingerprint

ASJC Scopus subject areas

Organic Chemistry
Physical and Theoretical Chemistry
Biochemistry

Cite this

Liu, W., Liu, J., Ogawa, D., Nishihara, Y., Guo, X., & Li, Z. (2011). Iron-catalyzed oxidation of tertiary amines: Synthesis of β-1,3-dicarbonyl aldehydes by three-component C-C couplings. Organic Letters, 13(23), 6272-6275. https://doi.org/10.1021/ol202749x

@article{ee62895268734a308259e19366f57baa,

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

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",

year = "2011",

month = dec

day = "2",

doi = "10.1021/ol202749x",

language = "English",

volume = "13",

pages = "6272--6275",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "23",

}

TY - JOUR

T1 - Iron-catalyzed oxidation of tertiary amines

T2 - Synthesis of β-1,3-dicarbonyl aldehydes by three-component C-C couplings

AU - Liu, Weiping

AU - Liu, Jinhua

AU - Ogawa, Daisuke

AU - Nishihara, Yasushi

AU - Guo, Xingwei

AU - Li, Zhiping

PY - 2011/12/2

Y1 - 2011/12/2

N2 - 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.

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.

UR - http://www.scopus.com/inward/record.url?scp=82355160856&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=82355160856&partnerID=8YFLogxK

U2 - 10.1021/ol202749x

DO - 10.1021/ol202749x

M3 - Article

C2 - 22053949

AN - SCOPUS:82355160856

VL - 13

SP - 6272

EP - 6275

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 23

ER -

Access to Document

10.1021/ol202749x