Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols

Summary: Trifluoromethylated molecules have gained privileged recognition among the medicinal and pharmaceutical chemists. Sustainable photoredox- and electrochemical processes were employed to facilitate the relatively less explored radical cross-electrophile coupling to access trifluoromethyl- and...

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Autores principales:	Muhammad Awais Ashraf, Yunjeong Lee, Naila Iqbal, Naeem Iqbal, Eun Jin Cho
Formato:	article
Lenguaje:	EN
Publicado:	Elsevier 2021
Materias:	Chemistry Green chemistry Organic chemistry Organic chemistry methods Science Q
Acceso en línea:	https://doaj.org/article/5989f2ef504f48a8b2d185ddf3f10c08
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spelling	oai:doaj.org-article:5989f2ef504f48a8b2d185ddf3f10c082021-11-18T04:51:13ZSustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols2589-004210.1016/j.isci.2021.103388https://doaj.org/article/5989f2ef504f48a8b2d185ddf3f10c082021-12-01T00:00:00Zhttp://www.sciencedirect.com/science/article/pii/S2589004221013596https://doaj.org/toc/2589-0042Summary: Trifluoromethylated molecules have gained privileged recognition among the medicinal and pharmaceutical chemists. Sustainable photoredox- and electrochemical processes were employed to facilitate the relatively less explored radical cross-electrophile coupling to access trifluoromethyl- and allyl-substituted tert-alcohols. Reactions proceed through trifluoromethyl ketyl radical and allyl radical intermediates, which undergo challenging radical-radical cross-coupling. The developed transformations are mild and chemo-selective to give cross-coupled products and deliver a wide range of valuable trifluoromethyl- and allyl-containing tertiary alcohols. Both processes can also be applied for the synthesis of amine variant containing trifluoromethyl and allyl moiety, which is considered as amide bioisostere.Muhammad Awais AshrafYunjeong LeeNaila IqbalNaeem IqbalEun Jin ChoElsevierarticleChemistryGreen chemistryOrganic chemistryOrganic chemistry methodsScienceQENiScience, Vol 24, Iss 12, Pp 103388- (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Chemistry Green chemistry Organic chemistry Organic chemistry methods Science Q
spellingShingle	Chemistry Green chemistry Organic chemistry Organic chemistry methods Science Q Muhammad Awais Ashraf Yunjeong Lee Naila Iqbal Naeem Iqbal Eun Jin Cho Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
description	Summary: Trifluoromethylated molecules have gained privileged recognition among the medicinal and pharmaceutical chemists. Sustainable photoredox- and electrochemical processes were employed to facilitate the relatively less explored radical cross-electrophile coupling to access trifluoromethyl- and allyl-substituted tert-alcohols. Reactions proceed through trifluoromethyl ketyl radical and allyl radical intermediates, which undergo challenging radical-radical cross-coupling. The developed transformations are mild and chemo-selective to give cross-coupled products and deliver a wide range of valuable trifluoromethyl- and allyl-containing tertiary alcohols. Both processes can also be applied for the synthesis of amine variant containing trifluoromethyl and allyl moiety, which is considered as amide bioisostere.
format	article
author	Muhammad Awais Ashraf Yunjeong Lee Naila Iqbal Naeem Iqbal Eun Jin Cho
author_facet	Muhammad Awais Ashraf Yunjeong Lee Naila Iqbal Naeem Iqbal Eun Jin Cho
author_sort	Muhammad Awais Ashraf
title	Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
title_short	Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
title_full	Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
title_fullStr	Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
title_full_unstemmed	Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
title_sort	sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols
publisher	Elsevier
publishDate	2021
url	https://doaj.org/article/5989f2ef504f48a8b2d185ddf3f10c08
work_keys_str_mv	AT muhammadawaisashraf sustainableradicalapproachesforcrosselectrophilecouplingtosynthesizetrifluoromethylandallylsubstitutedtertalcohols AT yunjeonglee sustainableradicalapproachesforcrosselectrophilecouplingtosynthesizetrifluoromethylandallylsubstitutedtertalcohols AT nailaiqbal sustainableradicalapproachesforcrosselectrophilecouplingtosynthesizetrifluoromethylandallylsubstitutedtertalcohols AT naeemiqbal sustainableradicalapproachesforcrosselectrophilecouplingtosynthesizetrifluoromethylandallylsubstitutedtertalcohols AT eunjincho sustainableradicalapproachesforcrosselectrophilecouplingtosynthesizetrifluoromethylandallylsubstitutedtertalcohols
_version_	1718424974546436096

Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substituted tert-alcohols

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