A novel oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compounds

Che Ping Chuang; Yi Lung Wu

doi:10.1016/S0040-4039(00)02332-7

A novel oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compounds

Che Ping Chuang
, Yi Lung Wu

Department of Chemistry

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

25 Citations (Scopus)

Abstract

The manganese(III) initiated oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compound 2 is described. Enamine radical 5 can be generated effectively from the oxidation of enamine 2 by manganese(III) acetate. Spirolactam 3 was prepared effectively from readily available 2-hydroxy-1,4-naphthoquinone and enamine 2.

Original language	English
Pages (from-to)	1717-1719
Number of pages	3
Journal	Tetrahedron Letters
Volume	42
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4039(00)02332-7
Publication status	Published - 2001 Feb 26

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(00)02332-7

Cite this

@article{f84a05a134554fcdacd74aefffdd7e3c,

title = "A novel oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compounds",

abstract = "The manganese(III) initiated oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compound 2 is described. Enamine radical 5 can be generated effectively from the oxidation of enamine 2 by manganese(III) acetate. Spirolactam 3 was prepared effectively from readily available 2-hydroxy-1,4-naphthoquinone and enamine 2.",

author = "Chuang, \{Che Ping\} and Wu, \{Yi Lung\}",

note = "Funding Information: We are grateful to the National Science Council, ROC for financial support (NSC-89-2113-M-006-023).",

year = "2001",

month = feb,

day = "26",

doi = "10.1016/S0040-4039(00)02332-7",

language = "English",

volume = "42",

pages = "1717--1719",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "9",

}

TY - JOUR

T1 - A novel oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compounds

AU - Chuang, Che Ping

AU - Wu, Yi Lung

N1 - Funding Information: We are grateful to the National Science Council, ROC for financial support (NSC-89-2113-M-006-023).

PY - 2001/2/26

Y1 - 2001/2/26

N2 - The manganese(III) initiated oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compound 2 is described. Enamine radical 5 can be generated effectively from the oxidation of enamine 2 by manganese(III) acetate. Spirolactam 3 was prepared effectively from readily available 2-hydroxy-1,4-naphthoquinone and enamine 2.

AB - The manganese(III) initiated oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compound 2 is described. Enamine radical 5 can be generated effectively from the oxidation of enamine 2 by manganese(III) acetate. Spirolactam 3 was prepared effectively from readily available 2-hydroxy-1,4-naphthoquinone and enamine 2.

UR - https://www.scopus.com/pages/publications/0035951946

UR - https://www.scopus.com/pages/publications/0035951946#tab=citedBy

U2 - 10.1016/S0040-4039(00)02332-7

DO - 10.1016/S0040-4039(00)02332-7

M3 - Article

AN - SCOPUS:0035951946

SN - 0040-4039

VL - 42

SP - 1717

EP - 1719

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

A novel oxidative free radical reaction between 2-hydroxy-1,4-naphthoquinone and β-enamino carbonyl compounds

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this