Science and Technology Production
Article
Authorship
Vargas Vargas, Didier Farley
;
LARGHI, ENRIQUE LEANDRO
;
KAUFMAN, TEODORO SAUL
Date
2018
Publishing House and Editing Place
Wiley VCH Verlag
Magazine
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
vol. 2018
(pp. 5605-5614)
Wiley VCH Verlag
Summary
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SIGEVA
A convenient one pot microwave-assisted 6?-electron cyclization/aromatization approach toward 3-methylisoquinolines is reported. The starting 1-azatriene derivatives were prepared in situ by reaction of 2-propenylbenzaldehydes with 1,1-dimethylhydrazine, which exhibited superior performance when compared with other hydrazine derivatives. Minor amounts of the related 3,4-dihydro isoquinolines were formed concomitantly with the isoquinolines, and a mechanism for their generation was proposed. The...
A convenient one pot microwave-assisted 6?-electron cyclization/aromatization approach toward 3-methylisoquinolines is reported. The starting 1-azatriene derivatives were prepared in situ by reaction of 2-propenylbenzaldehydes with 1,1-dimethylhydrazine, which exhibited superior performance when compared with other hydrazine derivatives. Minor amounts of the related 3,4-dihydro isoquinolines were formed concomitantly with the isoquinolines, and a mechanism for their generation was proposed. The reaction conditions were optimized, and its scope and limitations were explored. In general, the transformation proceeded in moderate to good yields.
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Key Words
ELECTRON CYCLIZATIONBENZOTRIFLUORIDE3-METHYLISOQUINOLINENITROGEN HETEROCYCLESHYDRAZONES
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