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TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones to Synthesize 2,3-Diaryl-1,4-Diketones in Water
[Image: see text] An efficient and green route of C–C bond formation was disclosed to construct 2,3-diaryl-1,4-diketones from α-methylene ketones by the catalysis of tetrabutylammonium iodide (TBAI) with tert-butyl hydroperoxide (TBHP) as an oxidant in water. This reaction affords the desired produc...
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/PMC8772304/ https://www.ncbi.nlm.nih.gov/pubmed/35071921 http://dx.doi.org/10.1021/acsomega.1c06216 |
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author | Kong, Lingkai Hu, Xueping Bai, Li-Ping |
author_facet | Kong, Lingkai Hu, Xueping Bai, Li-Ping |
author_sort | Kong, Lingkai |
collection | PubMed |
description | [Image: see text] An efficient and green route of C–C bond formation was disclosed to construct 2,3-diaryl-1,4-diketones from α-methylene ketones by the catalysis of tetrabutylammonium iodide (TBAI) with tert-butyl hydroperoxide (TBHP) as an oxidant in water. This reaction affords the desired products in good to excellent yields from readily available materials, with a broad substrate scope, good functional group tolerance, and mild reaction conditions. Furthermore, tetrasubstituted furan and pyrrole were smoothly constructed from α-methylene ketones in one pot with 96 and 90% yields, respectively. |
format | Online Article Text |
id | pubmed-8772304 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-87723042022-01-21 TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones to Synthesize 2,3-Diaryl-1,4-Diketones in Water Kong, Lingkai Hu, Xueping Bai, Li-Ping ACS Omega [Image: see text] An efficient and green route of C–C bond formation was disclosed to construct 2,3-diaryl-1,4-diketones from α-methylene ketones by the catalysis of tetrabutylammonium iodide (TBAI) with tert-butyl hydroperoxide (TBHP) as an oxidant in water. This reaction affords the desired products in good to excellent yields from readily available materials, with a broad substrate scope, good functional group tolerance, and mild reaction conditions. Furthermore, tetrasubstituted furan and pyrrole were smoothly constructed from α-methylene ketones in one pot with 96 and 90% yields, respectively. American Chemical Society 2022-01-07 /pmc/articles/PMC8772304/ /pubmed/35071921 http://dx.doi.org/10.1021/acsomega.1c06216 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/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 | Kong, Lingkai Hu, Xueping Bai, Li-Ping TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones to Synthesize 2,3-Diaryl-1,4-Diketones in Water |
title | TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones
to Synthesize 2,3-Diaryl-1,4-Diketones in Water |
title_full | TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones
to Synthesize 2,3-Diaryl-1,4-Diketones in Water |
title_fullStr | TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones
to Synthesize 2,3-Diaryl-1,4-Diketones in Water |
title_full_unstemmed | TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones
to Synthesize 2,3-Diaryl-1,4-Diketones in Water |
title_short | TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones
to Synthesize 2,3-Diaryl-1,4-Diketones in Water |
title_sort | tbai-catalyzed oxidative coupling of benzyl ketones
to synthesize 2,3-diaryl-1,4-diketones in water |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8772304/ https://www.ncbi.nlm.nih.gov/pubmed/35071921 http://dx.doi.org/10.1021/acsomega.1c06216 |
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