Thermolysis of 3-(Carbazol-3-yl)-2-azidopropenoates

Thermal cyclisation of 2-azido-3-(carbazol-3-yl)propenoic esters produces the 1,6-dihydropyrrolo[3,2- c]carbazole and not the 1,9-dihydropyrrolo[2,3- b]carbazole whereas, in the case of the 4-methylcarbazolyl derivative, the 1,9-dihydropyrrolo[2,3- b]-carbazole is formed in preference to the alterna...

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Published inTetrahedron Vol. 56; no. 26; pp. 4511 - 4514
Main Authors Rodriguez-Salvador, Lourdes, Zaballos-Garcia, Elena, Gonzalez-Rosende, Eugenia, Testa, M.Luisa, Sepulveda-Arques, Jose, Jones, R.Alan
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 23.06.2000
Elsevier
Subjects
azides
carbazoles
Chemistry
Chemistry, Organic
Physical Sciences
polycyclic heteroaromatic compounds
Science & Technology
thermolysis
polycyclic heteroaromatic compounds
azides
carbazoles
thermolysis
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Summary:Thermal cyclisation of 2-azido-3-(carbazol-3-yl)propenoic esters produces the 1,6-dihydropyrrolo[3,2- c]carbazole and not the 1,9-dihydropyrrolo[2,3- b]carbazole whereas, in the case of the 4-methylcarbazolyl derivative, the 1,9-dihydropyrrolo[2,3- b]-carbazole is formed in preference to the alternative pyrido[4,3- c]carbazole.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(00)00290-8