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Direct Minisci-Type C–H Amidation of Purine Bases
[Image: see text] A method for the C–H carboxyamidation of purines has been developed that is capable of directly installing primary, secondary, and tertiary amides. Previous Minisci-type investigations on purines were limited to alkylations and arylations. Herein, we present the first method for th...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9641672/ https://www.ncbi.nlm.nih.gov/pubmed/36285836 http://dx.doi.org/10.1021/acs.orglett.2c03206 |
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author | Mooney, David T. Moore, Peter R. Lee, Ai-Lan |
author_facet | Mooney, David T. Moore, Peter R. Lee, Ai-Lan |
author_sort | Mooney, David T. |
collection | PubMed |
description | [Image: see text] A method for the C–H carboxyamidation of purines has been developed that is capable of directly installing primary, secondary, and tertiary amides. Previous Minisci-type investigations on purines were limited to alkylations and arylations. Herein, we present the first method for the direct C–H amidation of a wide range of purines: xanthine, guanine, and adenine structures, including guanosine- and adenosine-type nucleosides. The Minisci-type reaction is also metal-free, cheap, operationally simple, scalable, and applicable to late-stage functionalizations of biologically important molecules. |
format | Online Article Text |
id | pubmed-9641672 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-96416722022-11-15 Direct Minisci-Type C–H Amidation of Purine Bases Mooney, David T. Moore, Peter R. Lee, Ai-Lan Org Lett [Image: see text] A method for the C–H carboxyamidation of purines has been developed that is capable of directly installing primary, secondary, and tertiary amides. Previous Minisci-type investigations on purines were limited to alkylations and arylations. Herein, we present the first method for the direct C–H amidation of a wide range of purines: xanthine, guanine, and adenine structures, including guanosine- and adenosine-type nucleosides. The Minisci-type reaction is also metal-free, cheap, operationally simple, scalable, and applicable to late-stage functionalizations of biologically important molecules. American Chemical Society 2022-10-26 2022-11-04 /pmc/articles/PMC9641672/ /pubmed/36285836 http://dx.doi.org/10.1021/acs.orglett.2c03206 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 | Mooney, David T. Moore, Peter R. Lee, Ai-Lan Direct Minisci-Type C–H Amidation of Purine Bases |
title | Direct Minisci-Type
C–H Amidation of Purine
Bases |
title_full | Direct Minisci-Type
C–H Amidation of Purine
Bases |
title_fullStr | Direct Minisci-Type
C–H Amidation of Purine
Bases |
title_full_unstemmed | Direct Minisci-Type
C–H Amidation of Purine
Bases |
title_short | Direct Minisci-Type
C–H Amidation of Purine
Bases |
title_sort | direct minisci-type
c–h amidation of purine
bases |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9641672/ https://www.ncbi.nlm.nih.gov/pubmed/36285836 http://dx.doi.org/10.1021/acs.orglett.2c03206 |
work_keys_str_mv | AT mooneydavidt directminiscitypechamidationofpurinebases AT moorepeterr directminiscitypechamidationofpurinebases AT leeailan directminiscitypechamidationofpurinebases |