Conjugated nitroalkenes in cycloaddition reactions. Part 2. Diels–Alder reactions of E-2-aryl-1-cyano-1-nitroethenes with cyclopentadiene

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Title:Conjugated nitroalkenes in cycloaddition reactions. Part 2. Diels–Alder reactions of E-2-aryl-1-cyano-1-nitroethenes with cyclopentadiene
Creators:
Jasiński, Radomir
Rzyman, Michał
Barański, Andrzej
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 75, 9, pp. 919-929
Uncontrolled Keywords:Nitronorbornenes, Carbocycles, [4+2]Cycloaddition, Cyclopentadiene, Nitroalkenes, Heterocycles, Diels– Alder reaction

Abstract

The reaction between <i>E</i>-2-aryl-1-cyano-1-nitroethenes <b>1a</b>–<b>1e</b> and cyclopentadiene (<b>2</b>) occurs according to the carbodiene [4+2]cycloaddition scheme and leads to the corresponding 6-<i>endo</i>-aryl-5-<i>endo</i>-cyano-5-<i>exo</i>-nitronorbornenes <b>3a</b>–<b>3e</b> and 6-<i>exo</i>-aryl-5-<i>exo</i>-cyano-5-<i>endo</i>-nitronorbornenes <b>4a</b>–<b>4e</b> as the only reaction products. The attempts to detect the products of heterodiene [4+2]cycloaddition in the reaction environment were not successful.

Title:Conjugated nitroalkenes in cycloaddition reactions. Part 2. Diels–Alder reactions of E-2-aryl-1-cyano-1-nitroethenes with cyclopentadiene
Creators:
Jasiński, Radomir
Rzyman, Michał
Barański, Andrzej
Uncontrolled Keywords:Nitronorbornenes, Carbocycles, [4+2]Cycloaddition, Cyclopentadiene, Nitroalkenes, Heterocycles, Diels– Alder reaction
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:75
Number:9
Page Range:pp. 919-929
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc2009562UNSPECIFIED
ID Code:6199
Item Type:Article
Deposited On:11 Oct 2010 15:44
Last Modified:11 Oct 2010 13:44

Citation

Jasiński, Radomir; Rzyman, Michał; Barański, Andrzej (2010) Conjugated nitroalkenes in cycloaddition reactions. Part 2. Diels–Alder reactions of E-2-aryl-1-cyano-1-nitroethenes with cyclopentadiene. Collection of Czechoslovak Chemical Communications, 75 (9). pp. 919-929.

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