Cerium salts in the oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds

Chih Chung Tseng; Yi Lung Wu; Che Ping Chuang

doi:10.1016/S0040-4020(02)00864-5

Cerium salts in the oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds

Chih Chung Tseng, Yi Lung Wu, Che Ping Chuang

Department of Chemistry

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

71 Citations (Scopus)

Abstract

The oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds mediated by cerium(IV) salts are described. In contrast to those mediated by manganese(III) acetate, the cerium(IV) mediated free radical reaction provides a novel method for the synthesis of benzo[f]indole-4,9-diones exclusively. This high selectivity is due to the strong oxaphilicity of the cerium salts.

Original language	English
Pages (from-to)	7625-7633
Number of pages	9
Journal	Tetrahedron
Volume	58
Issue number	38
DOIs	https://doi.org/10.1016/S0040-4020(02)00864-5
Publication status	Published - 2002 Sept 16

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(02)00864-5

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abstract = "The oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds mediated by cerium(IV) salts are described. In contrast to those mediated by manganese(III) acetate, the cerium(IV) mediated free radical reaction provides a novel method for the synthesis of benzo[f]indole-4,9-diones exclusively. This high selectivity is due to the strong oxaphilicity of the cerium salts.",

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AU - Wu, Yi Lung

AU - Chuang, Che Ping

PY - 2002/9/16

Y1 - 2002/9/16

N2 - The oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds mediated by cerium(IV) salts are described. In contrast to those mediated by manganese(III) acetate, the cerium(IV) mediated free radical reaction provides a novel method for the synthesis of benzo[f]indole-4,9-diones exclusively. This high selectivity is due to the strong oxaphilicity of the cerium salts.

AB - The oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds mediated by cerium(IV) salts are described. In contrast to those mediated by manganese(III) acetate, the cerium(IV) mediated free radical reaction provides a novel method for the synthesis of benzo[f]indole-4,9-diones exclusively. This high selectivity is due to the strong oxaphilicity of the cerium salts.

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JF - Tetrahedron

IS - 38

ER -

Cerium salts in the oxidative free radical reactions between 2-amino-1,4-naphthoquinones and β-dicarbonyl compounds

Abstract

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