Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides

For the first time, by using H(3)PO(3)/I(2) system, various benzyl chlorides, bromides and iodides were dehalogenated successfully. In the presence of H(3)PO(3), benzyl halides underwent electrophilic substitution reactions with electron-rich arenes, leading to a broad range of diarylmethanes in goo...

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Detalles Bibliográficos
Autores principales: Xiao, Jing, Ma, Yonghao, Wu, Xiaofang, Gao, Jing, Tang, Zilong, Han, Li-Biao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9066657/
https://www.ncbi.nlm.nih.gov/pubmed/35519457
http://dx.doi.org/10.1039/c9ra04770k
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author Xiao, Jing
Ma, Yonghao
Wu, Xiaofang
Gao, Jing
Tang, Zilong
Han, Li-Biao
author_facet Xiao, Jing
Ma, Yonghao
Wu, Xiaofang
Gao, Jing
Tang, Zilong
Han, Li-Biao
author_sort Xiao, Jing
collection PubMed
description For the first time, by using H(3)PO(3)/I(2) system, various benzyl chlorides, bromides and iodides were dehalogenated successfully. In the presence of H(3)PO(3), benzyl halides underwent electrophilic substitution reactions with electron-rich arenes, leading to a broad range of diarylmethanes in good yields. These transformations feature green, cheap reducing reagents and metal-free conditions. A possible mechanism was proposed.
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spelling pubmed-90666572022-05-04 Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides Xiao, Jing Ma, Yonghao Wu, Xiaofang Gao, Jing Tang, Zilong Han, Li-Biao RSC Adv Chemistry For the first time, by using H(3)PO(3)/I(2) system, various benzyl chlorides, bromides and iodides were dehalogenated successfully. In the presence of H(3)PO(3), benzyl halides underwent electrophilic substitution reactions with electron-rich arenes, leading to a broad range of diarylmethanes in good yields. These transformations feature green, cheap reducing reagents and metal-free conditions. A possible mechanism was proposed. The Royal Society of Chemistry 2019-07-18 /pmc/articles/PMC9066657/ /pubmed/35519457 http://dx.doi.org/10.1039/c9ra04770k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Xiao, Jing
Ma, Yonghao
Wu, Xiaofang
Gao, Jing
Tang, Zilong
Han, Li-Biao
Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides
title Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides
title_full Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides
title_fullStr Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides
title_full_unstemmed Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides
title_short Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides
title_sort phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9066657/
https://www.ncbi.nlm.nih.gov/pubmed/35519457
http://dx.doi.org/10.1039/c9ra04770k
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AT gaojing phosphonicacidmediatedpracticaldehalogenationandbenzylationwithbenzylhalides
AT tangzilong phosphonicacidmediatedpracticaldehalogenationandbenzylationwithbenzylhalides
AT hanlibiao phosphonicacidmediatedpracticaldehalogenationandbenzylationwithbenzylhalides

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