A C–H Activation Approach to the Tricyclic Core of Glionitrin A and B

[Image: see text] Synthesis of diketopiperazines has been of long-standing interest in both natural product synthesis and medicinal chemistry. Here, we present an operationally convenient and efficient approach to the fused indoline-diketopiperazine tricyclic core of glionitrin A/B and related struc...

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Autores principales: Koning, Nicolas R., Strand, Daniel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9016890/
https://www.ncbi.nlm.nih.gov/pubmed/35449932
http://dx.doi.org/10.1021/acsomega.2c00810
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author Koning, Nicolas R.
Strand, Daniel
author_facet Koning, Nicolas R.
Strand, Daniel
author_sort Koning, Nicolas R.
collection PubMed
description [Image: see text] Synthesis of diketopiperazines has been of long-standing interest in both natural product synthesis and medicinal chemistry. Here, we present an operationally convenient and efficient approach to the fused indoline-diketopiperazine tricyclic core of glionitrin A/B and related structures using a Pd-catalyzed C–H activation reaction to form the indoline five-membered ring. Exploratory work aimed at elaborating the tricyclic structures into the corresponding natural products is discussed.
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spelling pubmed-90168902022-04-20 A C–H Activation Approach to the Tricyclic Core of Glionitrin A and B Koning, Nicolas R. Strand, Daniel ACS Omega [Image: see text] Synthesis of diketopiperazines has been of long-standing interest in both natural product synthesis and medicinal chemistry. Here, we present an operationally convenient and efficient approach to the fused indoline-diketopiperazine tricyclic core of glionitrin A/B and related structures using a Pd-catalyzed C–H activation reaction to form the indoline five-membered ring. Exploratory work aimed at elaborating the tricyclic structures into the corresponding natural products is discussed. American Chemical Society 2022-04-04 /pmc/articles/PMC9016890/ /pubmed/35449932 http://dx.doi.org/10.1021/acsomega.2c00810 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Koning, Nicolas R.
Strand, Daniel
A C–H Activation Approach to the Tricyclic Core of Glionitrin A and B
title A C–H Activation Approach to the Tricyclic Core of Glionitrin A and B
title_full A C–H Activation Approach to the Tricyclic Core of Glionitrin A and B
title_fullStr A C–H Activation Approach to the Tricyclic Core of Glionitrin A and B
title_full_unstemmed A C–H Activation Approach to the Tricyclic Core of Glionitrin A and B
title_short A C–H Activation Approach to the Tricyclic Core of Glionitrin A and B
title_sort c–h activation approach to the tricyclic core of glionitrin a and b
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9016890/
https://www.ncbi.nlm.nih.gov/pubmed/35449932
http://dx.doi.org/10.1021/acsomega.2c00810
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