An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal properties

A versatile and environmentally friendly method for the synthesis of various organophosphorus compounds have been developed under microware conditions. We have synthesized a series of the trifluoromethyl phosphonates via Phospha-Brook rearrangement between dialkylphosphite and 3-(trifluoroacetyl)cou...

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Main Authors: Lulu Wu, Xinxin Yuan, Guoyu Yang, Cuilian Xu, Zhenliang Pan, Lijun Shi, Caixia Wang, Liangxin Fan
Format: Article
Language:English
Published: Elsevier 2021-07-01
Series:Journal of Saudi Chemical Society
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1319610321000788
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author Lulu Wu
Xinxin Yuan
Guoyu Yang
Cuilian Xu
Zhenliang Pan
Lijun Shi
Caixia Wang
Liangxin Fan
author_facet Lulu Wu
Xinxin Yuan
Guoyu Yang
Cuilian Xu
Zhenliang Pan
Lijun Shi
Caixia Wang
Liangxin Fan
author_sort Lulu Wu
collection DOAJ
description A versatile and environmentally friendly method for the synthesis of various organophosphorus compounds have been developed under microware conditions. We have synthesized a series of the trifluoromethyl phosphonates via Phospha-Brook rearrangement between dialkylphosphite and 3-(trifluoroacetyl)coumarins using KF/Al2O3 as a highly efficient solid catalyst under solventless conditions. Catalyst reuse, ease of separation of the pure product, and high yields are some of the unique features of this process. In addition, the mycelial growth rate method was used to examine the in vitro antifungal activities of the phosphates 4a-o against Phytophthora capsici, Fusarium oxysporum vasinfectum, Bipolaris maydis and Alternaria solani at 500 µg/mL. The results showed that compound 4n exhibited significant anti-Phytophthora capsici activity with inhibitory index of 86%.
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spelling doaj.art-d0d548dcbc1c43ad871178ebb8395e6d2022-12-21T22:21:28ZengElsevierJournal of Saudi Chemical Society1319-61032021-07-01257101273An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal propertiesLulu Wu0Xinxin Yuan1Guoyu Yang2Cuilian Xu3Zhenliang Pan4Lijun Shi5Caixia Wang6Liangxin Fan7College of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Resource and Environment, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR China; Corresponding author.A versatile and environmentally friendly method for the synthesis of various organophosphorus compounds have been developed under microware conditions. We have synthesized a series of the trifluoromethyl phosphonates via Phospha-Brook rearrangement between dialkylphosphite and 3-(trifluoroacetyl)coumarins using KF/Al2O3 as a highly efficient solid catalyst under solventless conditions. Catalyst reuse, ease of separation of the pure product, and high yields are some of the unique features of this process. In addition, the mycelial growth rate method was used to examine the in vitro antifungal activities of the phosphates 4a-o against Phytophthora capsici, Fusarium oxysporum vasinfectum, Bipolaris maydis and Alternaria solani at 500 µg/mL. The results showed that compound 4n exhibited significant anti-Phytophthora capsici activity with inhibitory index of 86%.http://www.sciencedirect.com/science/article/pii/S1319610321000788Green synthesisTrifluoromethyl phosphonatesWithout solventPhospha-Brook rearrangement
spellingShingle Lulu Wu
Xinxin Yuan
Guoyu Yang
Cuilian Xu
Zhenliang Pan
Lijun Shi
Caixia Wang
Liangxin Fan
An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal properties
Journal of Saudi Chemical Society
Green synthesis
Trifluoromethyl phosphonates
Without solvent
Phospha-Brook rearrangement
title An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal properties
title_full An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal properties
title_fullStr An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal properties
title_full_unstemmed An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal properties
title_short An eco-friendly procedure for the synthesis of new phosphates using KF/Al2O3 under solventless conditions and their antifungal properties
title_sort eco friendly procedure for the synthesis of new phosphates using kf al2o3 under solventless conditions and their antifungal properties
topic Green synthesis
Trifluoromethyl phosphonates
Without solvent
Phospha-Brook rearrangement
url http://www.sciencedirect.com/science/article/pii/S1319610321000788
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