Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction

[Image: see text] An unforeseen twist in a seemingly trivial Bischler–Napieralski reaction led to the selective formation of an unexpected carbazole product. The reaction proved to be general, providing access to a range of diversely substituted carbazoles from readily available substrates. Judiciou...

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Autores principales: Faltracco, Matteo, Ortega-Rosales, Said, Janssen, Elwin, Cioc, Răzvan C., Vande Velde, Christophe M. L., Ruijter, Eelco
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8056386/
https://www.ncbi.nlm.nih.gov/pubmed/33787266
http://dx.doi.org/10.1021/acs.orglett.1c00785
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author Faltracco, Matteo
Ortega-Rosales, Said
Janssen, Elwin
Cioc, Răzvan C.
Vande Velde, Christophe M. L.
Ruijter, Eelco
author_facet Faltracco, Matteo
Ortega-Rosales, Said
Janssen, Elwin
Cioc, Răzvan C.
Vande Velde, Christophe M. L.
Ruijter, Eelco
author_sort Faltracco, Matteo
collection PubMed
description [Image: see text] An unforeseen twist in a seemingly trivial Bischler–Napieralski reaction led to the selective formation of an unexpected carbazole product. The reaction proved to be general, providing access to a range of diversely substituted carbazoles from readily available substrates. Judicious variation of substituents revealed a complex cascade mechanism comprising no less than 10 elementary steps, that could be diverted in multiple ways toward various other carbazole derivatives.
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spelling pubmed-80563862021-04-20 Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction Faltracco, Matteo Ortega-Rosales, Said Janssen, Elwin Cioc, Răzvan C. Vande Velde, Christophe M. L. Ruijter, Eelco Org Lett [Image: see text] An unforeseen twist in a seemingly trivial Bischler–Napieralski reaction led to the selective formation of an unexpected carbazole product. The reaction proved to be general, providing access to a range of diversely substituted carbazoles from readily available substrates. Judicious variation of substituents revealed a complex cascade mechanism comprising no less than 10 elementary steps, that could be diverted in multiple ways toward various other carbazole derivatives. American Chemical Society 2021-03-31 2021-04-16 /pmc/articles/PMC8056386/ /pubmed/33787266 http://dx.doi.org/10.1021/acs.orglett.1c00785 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Faltracco, Matteo
Ortega-Rosales, Said
Janssen, Elwin
Cioc, Răzvan C.
Vande Velde, Christophe M. L.
Ruijter, Eelco
Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction
title Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction
title_full Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction
title_fullStr Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction
title_full_unstemmed Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction
title_short Synthesis of Carbazoles by a Diverted Bischler–Napieralski Cascade Reaction
title_sort synthesis of carbazoles by a diverted bischler–napieralski cascade reaction
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8056386/
https://www.ncbi.nlm.nih.gov/pubmed/33787266
http://dx.doi.org/10.1021/acs.orglett.1c00785
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