Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp(2))–H and C(sp(3))–H bond activation

An efficient synthesis of dihydro-isoquinolines via a Pd–catalyzed double C–H bond [a C(sp(2))–H and a C(sp(3))–H bond] activation/annulation (CHAA) reaction is presented. This methodology features a short reaction time, high atom economy (loss of H(2)O only) and the formation of a sterically less f...

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Autores principales: Liu, Weidong, Yu, Qingzhen, Hu, Le'an, Chen, Zenghua, Huang, Jianhui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5950195/
https://www.ncbi.nlm.nih.gov/pubmed/29861906
http://dx.doi.org/10.1039/c5sc01482d
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author Liu, Weidong
Yu, Qingzhen
Hu, Le'an
Chen, Zenghua
Huang, Jianhui
author_facet Liu, Weidong
Yu, Qingzhen
Hu, Le'an
Chen, Zenghua
Huang, Jianhui
author_sort Liu, Weidong
collection PubMed
description An efficient synthesis of dihydro-isoquinolines via a Pd–catalyzed double C–H bond [a C(sp(2))–H and a C(sp(3))–H bond] activation/annulation (CHAA) reaction is presented. This methodology features a short reaction time, high atom economy (loss of H(2)O only) and the formation of a sterically less favoured tertiary C–N bond. This fast (30 min) and environmentally benign radical C–H activation approach has demonstrated the potential direction for the future design/development of fast and efficient C–H direct functionalization processes.
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spelling pubmed-59501952018-06-01 Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp(2))–H and C(sp(3))–H bond activation Liu, Weidong Yu, Qingzhen Hu, Le'an Chen, Zenghua Huang, Jianhui Chem Sci Chemistry An efficient synthesis of dihydro-isoquinolines via a Pd–catalyzed double C–H bond [a C(sp(2))–H and a C(sp(3))–H bond] activation/annulation (CHAA) reaction is presented. This methodology features a short reaction time, high atom economy (loss of H(2)O only) and the formation of a sterically less favoured tertiary C–N bond. This fast (30 min) and environmentally benign radical C–H activation approach has demonstrated the potential direction for the future design/development of fast and efficient C–H direct functionalization processes. Royal Society of Chemistry 2015-10-01 2015-06-26 /pmc/articles/PMC5950195/ /pubmed/29861906 http://dx.doi.org/10.1039/c5sc01482d Text en This journal is © The Royal Society of Chemistry 2015 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Liu, Weidong
Yu, Qingzhen
Hu, Le'an
Chen, Zenghua
Huang, Jianhui
Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp(2))–H and C(sp(3))–H bond activation
title Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp(2))–H and C(sp(3))–H bond activation
title_full Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp(2))–H and C(sp(3))–H bond activation
title_fullStr Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp(2))–H and C(sp(3))–H bond activation
title_full_unstemmed Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp(2))–H and C(sp(3))–H bond activation
title_short Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp(2))–H and C(sp(3))–H bond activation
title_sort modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential c(sp(2))–h and c(sp(3))–h bond activation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5950195/
https://www.ncbi.nlm.nih.gov/pubmed/29861906
http://dx.doi.org/10.1039/c5sc01482d
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