Publication: Nucleophilic gem-difluoro(phenylsulfanyl)methylation of carbonyl compounds with PhSCF<inf>2</inf>H in the presence of a phosphazene as a base
| dc.contributor.author | Teerachai Punirun | en_US |
| dc.contributor.author | Darunee Soorukram | en_US |
| dc.contributor.author | Chutima Kuhakarn | en_US |
| dc.contributor.author | Vichai Reutrakul | en_US |
| dc.contributor.author | Manat Pohmakotr | en_US |
| dc.contributor.other | Mahidol University | en_US |
| dc.date.accessioned | 2018-11-09T02:06:46Z | |
| dc.date.available | 2018-11-09T02:06:46Z | |
| dc.date.issued | 2014-01-01 | en_US |
| dc.description.abstract | Direct nucleophilic gem-difluoro(phenylsulfanyl)methylation of carbonyl compounds has been achieved by use of difluoro(phenylsulfanyl)methane (PhSCF2H) and the phosphazene base P4-tBu in THF. Non-enolizable aldehydes and ketones are suitable substrates to undergo nucleophilic gem-difluoro(phenylsulfanyl)methylation, providing α-gem-difluoromethylated adducts in good yields. In addition, this methodology is also applicable with cyclic imides and acid anhydrides. Direct nucleophilic gem-difluoro(phenylsulfanyl)methylation of aromatic aldehydes and ketones, cyclic imides, and acid anhydrides with difluoro(phenylsulfanyl)methane (PhSCF2H) reagent was achieved in the presence of the phosphazene P4-tBu as a base. The corresponding adducts should be useful for further synthetic conversion into a variety of fluorinated compounds. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. | en_US |
| dc.identifier.citation | European Journal of Organic Chemistry. Vol.2014, No.19 (2014), 4162-4169 | en_US |
| dc.identifier.doi | 10.1002/ejoc.201402162 | en_US |
| dc.identifier.issn | 10990690 | en_US |
| dc.identifier.issn | 1434193X | en_US |
| dc.identifier.other | 2-s2.0-84903376187 | en_US |
| dc.identifier.uri | https://repository.li.mahidol.ac.th/handle/123456789/33638 | |
| dc.rights | Mahidol University | en_US |
| dc.rights.holder | SCOPUS | en_US |
| dc.source.uri | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84903376187&origin=inward | en_US |
| dc.subject | Chemistry | en_US |
| dc.title | Nucleophilic gem-difluoro(phenylsulfanyl)methylation of carbonyl compounds with PhSCF<inf>2</inf>H in the presence of a phosphazene as a base | en_US |
| dc.type | Article | en_US |
| dspace.entity.type | Publication | |
| mu.datasource.scopus | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84903376187&origin=inward | en_US |