FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones

Abstract An efficient hydrazine substitution of p‐nitro‐aryl fluorides with hydrazine hydrates catalyzed by FeO(OH)@C nanoparticles is described. This hydrazine substitutions of p‐nitro‐aryl fluorides bearing electron‐withdrawing groups proceeded efficiently with high yield and selectivity. Similarl...

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Main Authors: Dingzhong Li, Wensheng Zhang, Dr. Longzhi Zhu, Prof. Dr. Shuang‐Feng Yin, Prof. Dr. Nobuaki Kambe, Prof. Dr. Renhua Qiu
Format: Article
Language:English
Published: Wiley-VCH 2022-05-01
Series:ChemistryOpen
Subjects:
Online Access:https://doi.org/10.1002/open.202200023
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author Dingzhong Li
Wensheng Zhang
Dr. Longzhi Zhu
Prof. Dr. Shuang‐Feng Yin
Prof. Dr. Nobuaki Kambe
Prof. Dr. Renhua Qiu
author_facet Dingzhong Li
Wensheng Zhang
Dr. Longzhi Zhu
Prof. Dr. Shuang‐Feng Yin
Prof. Dr. Nobuaki Kambe
Prof. Dr. Renhua Qiu
author_sort Dingzhong Li
collection DOAJ
description Abstract An efficient hydrazine substitution of p‐nitro‐aryl fluorides with hydrazine hydrates catalyzed by FeO(OH)@C nanoparticles is described. This hydrazine substitutions of p‐nitro‐aryl fluorides bearing electron‐withdrawing groups proceeded efficiently with high yield and selectivity. Similarly, hydrogenations of p‐nitro‐aryl fluorides containing electron‐donating groups also smoothly proceeded under mild conditions. Furthermore, with these prepared aryl hydrazines, some phthalazinones, interesting as potential structures for pharmaceuticals, have successfully been synthesized in high yields.
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spelling doaj.art-da9fa761793c461c9a6ad7f0578485a32022-12-22T03:27:52ZengWiley-VCHChemistryOpen2191-13632022-05-01115n/an/a10.1002/open.202200023FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p‐Nitro‐Aryl Fluorides and their Application for the Synthesis of PhthalazinonesDingzhong Li0Wensheng Zhang1Dr. Longzhi Zhu2Prof. Dr. Shuang‐Feng Yin3Prof. Dr. Nobuaki Kambe4Prof. Dr. Renhua Qiu5State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering Hunan University Changsha 410082 P. R. ChinaState Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering Hunan University Changsha 410082 P. R. ChinaCenter for Biomedical Optics and Photonics (CBOP) & College of Physics and Optoelectronic Engineering, Key Lab of Optoelectronics Devices and systems of Ministry of Education/Guangdong Province Shenzhen University Shenzhen 518060 P. R. ChinaState Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering Hunan University Changsha 410082 P. R. ChinaState Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering Hunan University Changsha 410082 P. R. ChinaState Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering Hunan University Changsha 410082 P. R. ChinaAbstract An efficient hydrazine substitution of p‐nitro‐aryl fluorides with hydrazine hydrates catalyzed by FeO(OH)@C nanoparticles is described. This hydrazine substitutions of p‐nitro‐aryl fluorides bearing electron‐withdrawing groups proceeded efficiently with high yield and selectivity. Similarly, hydrogenations of p‐nitro‐aryl fluorides containing electron‐donating groups also smoothly proceeded under mild conditions. Furthermore, with these prepared aryl hydrazines, some phthalazinones, interesting as potential structures for pharmaceuticals, have successfully been synthesized in high yields.https://doi.org/10.1002/open.202200023hydrazine substitutionFeO(OH)@C nanoparticlesindustrial C. lanceolata carbonphthalazinonesp-nitro-aromatic fluorides
spellingShingle Dingzhong Li
Wensheng Zhang
Dr. Longzhi Zhu
Prof. Dr. Shuang‐Feng Yin
Prof. Dr. Nobuaki Kambe
Prof. Dr. Renhua Qiu
FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones
ChemistryOpen
hydrazine substitution
FeO(OH)@C nanoparticles
industrial C. lanceolata carbon
phthalazinones
p-nitro-aromatic fluorides
title FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones
title_full FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones
title_fullStr FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones
title_full_unstemmed FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones
title_short FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones
title_sort feo oh c catalyzed selective hydrazine substitution of p nitro aryl fluorides and their application for the synthesis of phthalazinones
topic hydrazine substitution
FeO(OH)@C nanoparticles
industrial C. lanceolata carbon
phthalazinones
p-nitro-aromatic fluorides
url https://doi.org/10.1002/open.202200023
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