1,3-Dipolar Cycloaddition Reactions of 4-Halophenylphthalazinium Ylides to Activated Alkenes and Alkynes

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Title:1,3-Dipolar Cycloaddition Reactions of 4-Halophenylphthalazinium Ylides to Activated Alkenes and Alkynes
Creators:
Caprosu, Maria C.
Zbancioc, Gheorghita N.
Moldoveanu, Costel C.
Mangalagiu, Ionel I.
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 69, 2, pp. 426-434
Uncontrolled Keywords:Ylides, Azabicyclic, 1,3-Dipolar cycloadditions, Phthalazine, Stereoselective synthesis, Alkenes, Alkynes

Abstract

For the first time in the benzodiazinium ylide series cycloaddition of (4-halophenyl) substituted ylides to activated alkenes and alkynes was studied. The ability of these ylides to react with acrylonitrile, <i>N</i>-phenylmaleimide, ethyl propiolate and dimethyl acetylenedicarboxylate was investigated. The stereochemistry and regiochemistry involved in these reactions are also discussed. Two new salts and ten new azabicyclic compounds have been obtained. <p>

Title:1,3-Dipolar Cycloaddition Reactions of 4-Halophenylphthalazinium Ylides to Activated Alkenes and Alkynes
Creators:
Caprosu, Maria C.
Zbancioc, Gheorghita N.
Moldoveanu, Costel C.
Mangalagiu, Ionel I.
Uncontrolled Keywords:Ylides, Azabicyclic, 1,3-Dipolar cycloadditions, Phthalazine, Stereoselective synthesis, Alkenes, Alkynes
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:69
Number:2
Page Range:pp. 426-434
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20040426UNSPECIFIED
ID Code:2221
Item Type:Article
Deposited On:06 Feb 2009 17:16
Last Modified:06 Feb 2009 16:16

Citation

Caprosu, Maria C.; Zbancioc, Gheorghita N.; Moldoveanu, Costel C.; Mangalagiu, Ionel I. (2004) 1,3-Dipolar Cycloaddition Reactions of 4-Halophenylphthalazinium Ylides to Activated Alkenes and Alkynes. Collection of Czechoslovak Chemical Communications, 69 (2). pp. 426-434. ISSN 0010-0765

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