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Comparative study of synthetic approaches to 1-arylmethylenepyrazino[2,1-b]quinazoline-3,6-diones

✍ Scribed by Pilar Cledera; Carmen Avendaño; J.Carlos Menéndez


Book ID
104208844
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
746 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis


The transformation of 3-arylmethylenepiperazine-2,5-diones (1) into 1-arylmethylene-2,4-dihydro-lHpyrazino[2,1-b]quinazoline-3,6-diones (2) was studied. Four synthetic methods were compared, namely direct condensation with the product of the reaction between anthranilic acid and thionyl chloride, transformation into monothioiminoethers or monoiminoethers followed by reaction with anthranilic acid derivatives, and monoacylation with o-azidobenzoyl chloride followed by intramolecular aza-Wittig reaction. The best results were obtained by the latter method.


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