Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives

[Image: see text] An efficient method for the synthesis of 2-(o-monofluoroalkenylaryl)quinazolinone derivatives was developed. In this context, the quinazolinone ring served as the inherent directing group, 2,2-difluorovinyl tosylate was used as the monofluoroolefin synthon, and Rh(III)-catalyzed C–...

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Autores principales: Wang, Ning, Yang, Qin, Deng, Zhihong, Mao, Xuechun, Peng, Yiyuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7315571/
https://www.ncbi.nlm.nih.gov/pubmed/32596601
http://dx.doi.org/10.1021/acsomega.0c01344
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author Wang, Ning
Yang, Qin
Deng, Zhihong
Mao, Xuechun
Peng, Yiyuan
author_facet Wang, Ning
Yang, Qin
Deng, Zhihong
Mao, Xuechun
Peng, Yiyuan
author_sort Wang, Ning
collection PubMed
description [Image: see text] An efficient method for the synthesis of 2-(o-monofluoroalkenylaryl)quinazolinone derivatives was developed. In this context, the quinazolinone ring served as the inherent directing group, 2,2-difluorovinyl tosylate was used as the monofluoroolefin synthon, and Rh(III)-catalyzed C–H bond difluorovinylation of 2-arylquinazolinons was performed to give the corresponding monofluoroalkene-containing quinazolinons in yields of 65–92%. The method is characterized by broad synthetic utility, mild conditions, and high efficiency.
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spelling pubmed-73155712020-06-26 Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives Wang, Ning Yang, Qin Deng, Zhihong Mao, Xuechun Peng, Yiyuan ACS Omega [Image: see text] An efficient method for the synthesis of 2-(o-monofluoroalkenylaryl)quinazolinone derivatives was developed. In this context, the quinazolinone ring served as the inherent directing group, 2,2-difluorovinyl tosylate was used as the monofluoroolefin synthon, and Rh(III)-catalyzed C–H bond difluorovinylation of 2-arylquinazolinons was performed to give the corresponding monofluoroalkene-containing quinazolinons in yields of 65–92%. The method is characterized by broad synthetic utility, mild conditions, and high efficiency. American Chemical Society 2020-06-15 /pmc/articles/PMC7315571/ /pubmed/32596601 http://dx.doi.org/10.1021/acsomega.0c01344 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Wang, Ning
Yang, Qin
Deng, Zhihong
Mao, Xuechun
Peng, Yiyuan
Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives
title Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives
title_full Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives
title_fullStr Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives
title_full_unstemmed Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives
title_short Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives
title_sort rhodium-catalyzed merging of 2-arylquinazolinone and 2,2-difluorovinyl tosylate: diverse synthesis of monofluoroolefin quinazolinone derivatives
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7315571/
https://www.ncbi.nlm.nih.gov/pubmed/32596601
http://dx.doi.org/10.1021/acsomega.0c01344
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