Intramolecular base-catalyzed reactions involving interaction between benzene nitro groups and ortho carbon chains

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Title:Intramolecular base-catalyzed reactions involving interaction between benzene nitro groups and ortho carbon chains
Creators:
Hanusek, Jiří
Macháček, Vladimír
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 74, 5, pp. 811-833
Uncontrolled Keywords:1-Hydroxyquinoxaline-2,3(1<i>H</i>,4<i>H</i>)-diones, Benzimidazol-2(3<i>H</i>)-ones, <i>o</i>-Nitrophenyl sulfides, Benzimidazole <i>N</i>-oxides, <i>o</i>-Nitrophenyl ethers, Azoxy compounds, Cyclization involving nitro group, <i>o</i>-Nitroanilines, Benzothiazole <i>N</i>-oxides

Abstract

The review is focused on the understanding of processes involving chemical interaction between benzene nitro group and <i>ortho</i> carbon chain containing heteroatom (N, O, S) adjacent to the ring. In most cases these compounds undergo base-catalyzed cyclization to give heteroaromatic <i>N</i>-oxides that can be subsequently transformed to related heterocycles under the same conditions. However, in some cases, depending on substitution of the benzene ring, side chain or the base used, the formation of other compounds – both heterocyclic and non-heterocyclic such as nitroso and azoxy compounds, spiro Meisenheimer adducts – is observed. Review with 31 references.

Title:Intramolecular base-catalyzed reactions involving interaction between benzene nitro groups and ortho carbon chains
Creators:
Hanusek, Jiří
Macháček, Vladimír
Uncontrolled Keywords:1-Hydroxyquinoxaline-2,3(1<i>H</i>,4<i>H</i>)-diones, Benzimidazol-2(3<i>H</i>)-ones, <i>o</i>-Nitrophenyl sulfides, Benzimidazole <i>N</i>-oxides, <i>o</i>-Nitrophenyl ethers, Azoxy compounds, Cyclization involving nitro group, <i>o</i>-Nitroanilines, Benzothiazole <i>N</i>-oxides
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:74
Number:5
Page Range:pp. 811-833
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc2008216UNSPECIFIED
ID Code:4402
Item Type:Article
Deposited On:19 Jun 2009 13:36
Last Modified:19 Jun 2009 11:37

Citation

Hanusek, Jiří; Macháček, Vladimír (2009) Intramolecular base-catalyzed reactions involving interaction between benzene nitro groups and ortho carbon chains. Collection of Czechoslovak Chemical Communications, 74 (5). pp. 811-833. ISSN 0010-0765

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