Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines

ABSTRACT: Anilines react with 5-nitroindoles in the presence of t-BuOK in N,N-dimethylformamide (DMF) to form 5-nitroso-4-arylaminoindoles that in turn when treated with N,O-bis(trimethylsilyl)acetamide cyclize to pyrrolo[3,2-a]phenazines. In an alternative approach pyrrolo[3,2-a]phenazines are form...

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Detalles Bibliográficos
Autores principales: Wróbel, Zbigniew, Więcław, Michał, Bujok, Robert, Wojciechowski, Krzysztof
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Vienna 2013
Materias:
Original Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4495017/
https://www.ncbi.nlm.nih.gov/pubmed/26166877
http://dx.doi.org/10.1007/s00706-013-1087-3
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author Wróbel, Zbigniew
Więcław, Michał
Bujok, Robert
Wojciechowski, Krzysztof
author_facet Wróbel, Zbigniew
Więcław, Michał
Bujok, Robert
Wojciechowski, Krzysztof
author_sort Wróbel, Zbigniew
collection PubMed
description ABSTRACT: Anilines react with 5-nitroindoles in the presence of t-BuOK in N,N-dimethylformamide (DMF) to form 5-nitroso-4-arylaminoindoles that in turn when treated with N,O-bis(trimethylsilyl)acetamide cyclize to pyrrolo[3,2-a]phenazines. In an alternative approach pyrrolo[3,2-a]phenazines are formed from aminoindoles and nitroarenes. GRAPHICAL ABSTRACT: [Image: see text]
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spelling pubmed-44950172015-07-09 Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines Wróbel, Zbigniew Więcław, Michał Bujok, Robert Wojciechowski, Krzysztof Monatsh Chem Original Paper ABSTRACT: Anilines react with 5-nitroindoles in the presence of t-BuOK in N,N-dimethylformamide (DMF) to form 5-nitroso-4-arylaminoindoles that in turn when treated with N,O-bis(trimethylsilyl)acetamide cyclize to pyrrolo[3,2-a]phenazines. In an alternative approach pyrrolo[3,2-a]phenazines are formed from aminoindoles and nitroarenes. GRAPHICAL ABSTRACT: [Image: see text] Springer Vienna 2013-10-10 2013 /pmc/articles/PMC4495017/ /pubmed/26166877 http://dx.doi.org/10.1007/s00706-013-1087-3 Text en © The Author(s) 2013 https://creativecommons.org/licenses/by/2.0/ Open AccessThis article is distributed under the terms of the Creative Commons Attribution License which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited.
spellingShingle Original Paper
Wróbel, Zbigniew
Więcław, Michał
Bujok, Robert
Wojciechowski, Krzysztof
Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines
title Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines
title_full Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines
title_fullStr Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines
title_full_unstemmed Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines
title_short Synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines
title_sort synthesis of pyrrolo[3,2-a]phenazines from 5-nitroindoles and anilines
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4495017/
https://www.ncbi.nlm.nih.gov/pubmed/26166877
http://dx.doi.org/10.1007/s00706-013-1087-3
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