The total synthesis of K-252c (staurosporinone) via a sequential C–H functionalisation strategy

A synthesis of the bioactive indolocarbazole alkaloid K-252c (staurosporinone) via a sequential C–H functionalisation strategy is reported. The route exploits direct functionalisation reactions around a simple arene core and comprises of two highly-selective copper-catalysed C–H arylations, a copper...

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Detalles Bibliográficos
Autores principales: Fox, J. C., Gilligan, R. E., Pitts, A. K., Bennett, H. R., Gaunt, M. J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5477024/
https://www.ncbi.nlm.nih.gov/pubmed/28660044
http://dx.doi.org/10.1039/c5sc04399a
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author Fox, J. C.
Gilligan, R. E.
Pitts, A. K.
Bennett, H. R.
Gaunt, M. J.
author_facet Fox, J. C.
Gilligan, R. E.
Pitts, A. K.
Bennett, H. R.
Gaunt, M. J.
author_sort Fox, J. C.
collection PubMed
description A synthesis of the bioactive indolocarbazole alkaloid K-252c (staurosporinone) via a sequential C–H functionalisation strategy is reported. The route exploits direct functionalisation reactions around a simple arene core and comprises of two highly-selective copper-catalysed C–H arylations, a copper-catalysed C–H amination and a palladium-catalysed C–H carbonylation, which build up the structural complexity of the natural product framework.
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spelling pubmed-54770242017-06-28 The total synthesis of K-252c (staurosporinone) via a sequential C–H functionalisation strategy Fox, J. C. Gilligan, R. E. Pitts, A. K. Bennett, H. R. Gaunt, M. J. Chem Sci Chemistry A synthesis of the bioactive indolocarbazole alkaloid K-252c (staurosporinone) via a sequential C–H functionalisation strategy is reported. The route exploits direct functionalisation reactions around a simple arene core and comprises of two highly-selective copper-catalysed C–H arylations, a copper-catalysed C–H amination and a palladium-catalysed C–H carbonylation, which build up the structural complexity of the natural product framework. Royal Society of Chemistry 2016-04-01 2016-01-21 /pmc/articles/PMC5477024/ /pubmed/28660044 http://dx.doi.org/10.1039/c5sc04399a Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Fox, J. C.
Gilligan, R. E.
Pitts, A. K.
Bennett, H. R.
Gaunt, M. J.
The total synthesis of K-252c (staurosporinone) via a sequential C–H functionalisation strategy
title The total synthesis of K-252c (staurosporinone) via a sequential C–H functionalisation strategy
title_full The total synthesis of K-252c (staurosporinone) via a sequential C–H functionalisation strategy
title_fullStr The total synthesis of K-252c (staurosporinone) via a sequential C–H functionalisation strategy
title_full_unstemmed The total synthesis of K-252c (staurosporinone) via a sequential C–H functionalisation strategy
title_short The total synthesis of K-252c (staurosporinone) via a sequential C–H functionalisation strategy
title_sort total synthesis of k-252c (staurosporinone) via a sequential c–h functionalisation strategy
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5477024/
https://www.ncbi.nlm.nih.gov/pubmed/28660044
http://dx.doi.org/10.1039/c5sc04399a
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