Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives

We have presented an efficient method to access gem-difluoro-2-trifluromethyl styrene derivatives via palladium catalysis. This method features mild reaction conditions, broad substrate scope and good product yields. Moreover, gram–scale reactions demonstrated the robustness and potential of this me...

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Autores principales: Xu, Jie, Liu, Jiangjun, Chen, Gang, Xiong, Baojian, Zhang, Xuemei, Lian, Zhong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9049850/
https://www.ncbi.nlm.nih.gov/pubmed/35497019
http://dx.doi.org/10.1039/d2ra02473j
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author Xu, Jie
Liu, Jiangjun
Chen, Gang
Xiong, Baojian
Zhang, Xuemei
Lian, Zhong
author_facet Xu, Jie
Liu, Jiangjun
Chen, Gang
Xiong, Baojian
Zhang, Xuemei
Lian, Zhong
author_sort Xu, Jie
collection PubMed
description We have presented an efficient method to access gem-difluoro-2-trifluromethyl styrene derivatives via palladium catalysis. This method features mild reaction conditions, broad substrate scope and good product yields. Moreover, gram–scale reactions demonstrated the robustness and potential of this method. Control experiments revealed that the –CF(3) group was essential to the success of this transformation. Finally, the practicality of this method was successfully proven by three synthetic applications.
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spelling pubmed-90498502022-04-29 Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives Xu, Jie Liu, Jiangjun Chen, Gang Xiong, Baojian Zhang, Xuemei Lian, Zhong RSC Adv Chemistry We have presented an efficient method to access gem-difluoro-2-trifluromethyl styrene derivatives via palladium catalysis. This method features mild reaction conditions, broad substrate scope and good product yields. Moreover, gram–scale reactions demonstrated the robustness and potential of this method. Control experiments revealed that the –CF(3) group was essential to the success of this transformation. Finally, the practicality of this method was successfully proven by three synthetic applications. The Royal Society of Chemistry 2022-04-28 /pmc/articles/PMC9049850/ /pubmed/35497019 http://dx.doi.org/10.1039/d2ra02473j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Xu, Jie
Liu, Jiangjun
Chen, Gang
Xiong, Baojian
Zhang, Xuemei
Lian, Zhong
Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives
title Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives
title_full Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives
title_fullStr Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives
title_full_unstemmed Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives
title_short Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives
title_sort palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9049850/
https://www.ncbi.nlm.nih.gov/pubmed/35497019
http://dx.doi.org/10.1039/d2ra02473j
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