α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones

The synthetic utility of α,α-difluoro-α-phenylsulfanyl- α-trimethylsilylmethane (PhSCF 2 SiMe 3 ; 1) as a difluoromethyl building block providing a general strategy to α,α-difluoromethyl aryl ketones was demonstrated. Oxidation, by using m-chloroperoxybenzoic acid, of the readily available 1-aryl-2,...

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Main Authors: Kanhokthron Boonkitpattarakul, Darunee Soorukram, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr
Other Authors: Mahidol University
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Published: 2018
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Online Access:https://repository.li.mahidol.ac.th/handle/123456789/11437
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spelling th-mahidol.114372018-05-03T15:12:31Z α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones Kanhokthron Boonkitpattarakul Darunee Soorukram Patoomratana Tuchinda Vichai Reutrakul Manat Pohmakotr Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry Environmental Science The synthetic utility of α,α-difluoro-α-phenylsulfanyl- α-trimethylsilylmethane (PhSCF 2 SiMe 3 ; 1) as a difluoromethyl building block providing a general strategy to α,α-difluoromethyl aryl ketones was demonstrated. Oxidation, by using m-chloroperoxybenzoic acid, of the readily available 1-aryl-2,2-difluoro- 2-phenylsulfanyl-1-trimethylsiloxyethanes obtained from fluoride-catalyzed nucleophilic addition of PhSCF 2 SiMe 3 with aromatic aldehydes followed by flash vacuum pyrolytic elimination provided α,α-difluoromethyl aryl ketones in moderate overall yields. © 2011 Published by Elsevier B.V. All rights reserved. 2018-05-03T07:59:26Z 2018-05-03T07:59:26Z 2011-11-01 Article Journal of Fluorine Chemistry. Vol.132, No.11 (2011), 987-990 10.1016/j.jfluchem.2011.06.036 00221139 2-s2.0-80052723325 https://repository.li.mahidol.ac.th/handle/123456789/11437 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=80052723325&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Biochemistry, Genetics and Molecular Biology
Chemistry
Environmental Science
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Environmental Science
Kanhokthron Boonkitpattarakul
Darunee Soorukram
Patoomratana Tuchinda
Vichai Reutrakul
Manat Pohmakotr
α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones
description The synthetic utility of α,α-difluoro-α-phenylsulfanyl- α-trimethylsilylmethane (PhSCF 2 SiMe 3 ; 1) as a difluoromethyl building block providing a general strategy to α,α-difluoromethyl aryl ketones was demonstrated. Oxidation, by using m-chloroperoxybenzoic acid, of the readily available 1-aryl-2,2-difluoro- 2-phenylsulfanyl-1-trimethylsiloxyethanes obtained from fluoride-catalyzed nucleophilic addition of PhSCF 2 SiMe 3 with aromatic aldehydes followed by flash vacuum pyrolytic elimination provided α,α-difluoromethyl aryl ketones in moderate overall yields. © 2011 Published by Elsevier B.V. All rights reserved.
author2 Mahidol University
author_facet Mahidol University
Kanhokthron Boonkitpattarakul
Darunee Soorukram
Patoomratana Tuchinda
Vichai Reutrakul
Manat Pohmakotr
format Article
author Kanhokthron Boonkitpattarakul
Darunee Soorukram
Patoomratana Tuchinda
Vichai Reutrakul
Manat Pohmakotr
author_sort Kanhokthron Boonkitpattarakul
title α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones
title_short α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones
title_full α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones
title_fullStr α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones
title_full_unstemmed α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones
title_sort α,α-difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: a general strategy to α,α-difluoromethyl aryl ketones
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/11437
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