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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...

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Autores principales: Kong, Lingkai, Hu, Xueping, Bai, Li-Ping
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
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.
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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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