Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides

A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. These transformations allow the efficacious and straightforward incorporation of biolog...

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Main Authors: Zhao, Kai, Guo, Jing-Yu, Guan, Ting, Wang, Ying-Xue, Tao, Ji-Yu, Zhang, Yu, Zhang, Qing-Hong, Ni, Kun, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/159997
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1599972022-07-07T05:56:22Z Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides Zhao, Kai Guo, Jing-Yu Guan, Ting Wang, Ying-Xue Tao, Ji-Yu Zhang, Yu Zhang, Qing-Hong Ni, Kun Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Photoredox Catalysis Unactivated Alkenes A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. These transformations allow the efficacious and straightforward incorporation of biologically and physiologically privileged fluoro-containing moieties into synthetically eminent enamide scaffolds with excellent regio- and stereoselectivities under mild and environmentally friendly conditions. We gratefully acknowledge the financial support from the National Natural Science Foundation of China (21801129), the Natural Science Research Projects in Jiangsu Higher Education Institutions (18KJB150018), the National Students’ Platform for Innovation and Entrepreneurship Training Program (201910291012Z), Nanjing Tech University (Start-up Grant No. 39837137, 39837101 and 3827401739) and Soochow University (KJS1945). 2022-07-07T05:56:22Z 2022-07-07T05:56:22Z 2021 Journal Article Zhao, K., Guo, J., Guan, T., Wang, Y., Tao, J., Zhang, Y., Zhang, Q., Ni, K. & Loh, T. (2021). Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides. Organic Chemistry Frontiers, 8(15), 4086-4094. https://dx.doi.org/10.1039/D1QO00605C 2052-4129 https://hdl.handle.net/10356/159997 10.1039/D1QO00605C 15 8 4086 4094 en Organic Chemistry Frontiers © 2021 the Partner Organisations. All rights reserved.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Photoredox Catalysis
Unactivated Alkenes
spellingShingle Science::Chemistry
Photoredox Catalysis
Unactivated Alkenes
Zhao, Kai
Guo, Jing-Yu
Guan, Ting
Wang, Ying-Xue
Tao, Ji-Yu
Zhang, Yu
Zhang, Qing-Hong
Ni, Kun
Loh, Teck-Peng
Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides
description A photoinitiated perfluoroalkylative coupling of enamides with perfluoroalkyl iodides and a visible-light-induced difluoroacetylation of enamides with ethyl bromodifluoroacetate have been developed, respectively. These transformations allow the efficacious and straightforward incorporation of biologically and physiologically privileged fluoro-containing moieties into synthetically eminent enamide scaffolds with excellent regio- and stereoselectivities under mild and environmentally friendly conditions.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Zhao, Kai
Guo, Jing-Yu
Guan, Ting
Wang, Ying-Xue
Tao, Ji-Yu
Zhang, Yu
Zhang, Qing-Hong
Ni, Kun
Loh, Teck-Peng
format Article
author Zhao, Kai
Guo, Jing-Yu
Guan, Ting
Wang, Ying-Xue
Tao, Ji-Yu
Zhang, Yu
Zhang, Qing-Hong
Ni, Kun
Loh, Teck-Peng
author_sort Zhao, Kai
title Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides
title_short Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides
title_full Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides
title_fullStr Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides
title_full_unstemmed Photoinitiated stereoselective direct C(sp²)–H perfluoroalkylation and difluoroacetylation of enamides
title_sort photoinitiated stereoselective direct c(sp²)–h perfluoroalkylation and difluoroacetylation of enamides
publishDate 2022
url https://hdl.handle.net/10356/159997
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