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Highly Chemoselective Synthesis of Azaarene-Equipped CF(3)-Tertiary Alcohols under Metal-Free Conditions and Their Fungicidal Activities
[Image: see text] A highly chemoselective reaction between α,β-unsaturated trifluoromethyl ketones with azaarenes under metal-free conditions was carried out, affording a range of valuable azaarene-equipped CF(3)-tertiary alcohols in moderate to excellent yields (up to 95% yield) with good tolerance...
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/PMC9609063/ https://www.ncbi.nlm.nih.gov/pubmed/36312435 http://dx.doi.org/10.1021/acsomega.2c05855 |
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author | Zhou, Bingyi Yang, Guoyu Wang, Caixia Liu, Lijie Shi, Lijun Pan, Zhenliang Ji, Xiaoming Wu, Lulu Zheng, Huayu Xu, Cuilian Fan, Liangxin |
author_facet | Zhou, Bingyi Yang, Guoyu Wang, Caixia Liu, Lijie Shi, Lijun Pan, Zhenliang Ji, Xiaoming Wu, Lulu Zheng, Huayu Xu, Cuilian Fan, Liangxin |
author_sort | Zhou, Bingyi |
collection | PubMed |
description | [Image: see text] A highly chemoselective reaction between α,β-unsaturated trifluoromethyl ketones with azaarenes under metal-free conditions was carried out, affording a range of valuable azaarene-equipped CF(3)-tertiary alcohols in moderate to excellent yields (up to 95% yield) with good tolerance of functional groups, and their structures were confirmed by NMR, HRMS, and X-ray diffraction for validation. This method features simple reaction conditions (only solvent), high atom- and step-economy, and broad substrate scope. Moreover, most of the target products exhibited promising fungicidal activities, and compound 3al exhibited 91.65% fungicidal activity against R. solani, with an EC(50) value of 0.18 mg/mL. |
format | Online Article Text |
id | pubmed-9609063 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-96090632022-10-28 Highly Chemoselective Synthesis of Azaarene-Equipped CF(3)-Tertiary Alcohols under Metal-Free Conditions and Their Fungicidal Activities Zhou, Bingyi Yang, Guoyu Wang, Caixia Liu, Lijie Shi, Lijun Pan, Zhenliang Ji, Xiaoming Wu, Lulu Zheng, Huayu Xu, Cuilian Fan, Liangxin ACS Omega [Image: see text] A highly chemoselective reaction between α,β-unsaturated trifluoromethyl ketones with azaarenes under metal-free conditions was carried out, affording a range of valuable azaarene-equipped CF(3)-tertiary alcohols in moderate to excellent yields (up to 95% yield) with good tolerance of functional groups, and their structures were confirmed by NMR, HRMS, and X-ray diffraction for validation. This method features simple reaction conditions (only solvent), high atom- and step-economy, and broad substrate scope. Moreover, most of the target products exhibited promising fungicidal activities, and compound 3al exhibited 91.65% fungicidal activity against R. solani, with an EC(50) value of 0.18 mg/mL. American Chemical Society 2022-10-10 /pmc/articles/PMC9609063/ /pubmed/36312435 http://dx.doi.org/10.1021/acsomega.2c05855 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 | Zhou, Bingyi Yang, Guoyu Wang, Caixia Liu, Lijie Shi, Lijun Pan, Zhenliang Ji, Xiaoming Wu, Lulu Zheng, Huayu Xu, Cuilian Fan, Liangxin Highly Chemoselective Synthesis of Azaarene-Equipped CF(3)-Tertiary Alcohols under Metal-Free Conditions and Their Fungicidal Activities |
title | Highly Chemoselective Synthesis of Azaarene-Equipped
CF(3)-Tertiary Alcohols under Metal-Free Conditions
and Their Fungicidal Activities |
title_full | Highly Chemoselective Synthesis of Azaarene-Equipped
CF(3)-Tertiary Alcohols under Metal-Free Conditions
and Their Fungicidal Activities |
title_fullStr | Highly Chemoselective Synthesis of Azaarene-Equipped
CF(3)-Tertiary Alcohols under Metal-Free Conditions
and Their Fungicidal Activities |
title_full_unstemmed | Highly Chemoselective Synthesis of Azaarene-Equipped
CF(3)-Tertiary Alcohols under Metal-Free Conditions
and Their Fungicidal Activities |
title_short | Highly Chemoselective Synthesis of Azaarene-Equipped
CF(3)-Tertiary Alcohols under Metal-Free Conditions
and Their Fungicidal Activities |
title_sort | highly chemoselective synthesis of azaarene-equipped
cf(3)-tertiary alcohols under metal-free conditions
and their fungicidal activities |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9609063/ https://www.ncbi.nlm.nih.gov/pubmed/36312435 http://dx.doi.org/10.1021/acsomega.2c05855 |
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