Publication: Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl) methane
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Issued Date
2018-05-17
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1437210X
00397881
00397881
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2-s2.0-85043304618
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Mahidol University
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SCOPUS
Bibliographic Citation
Synthesis (Germany). Vol.50, No.10 (2018), 2033-2040
Suggested Citation
Nolan M. Betterley, Sopanat Kongsriprapan, Suppisak Chaturonrutsamee, Pramchai Deelertpaiboon, Panida Surawatanawong, Manat Pohmakotr, Darunee Soorukram, Vichai Reutrakul, Chutima Kuhakarn Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl) methane. Synthesis (Germany). Vol.50, No.10 (2018), 2033-2040. doi:10.1055/s-0036-1591545 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/45425
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Title
Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl) methane
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Abstract
© Georg Thieme Verlag Stuttgart New York. Difluoro(phenylsulfanyl)methane (PhSCF 2 H) was found to undergo a reaction with aromatic compounds mediated by SnCl 4, through a thionium intermediate characterized by NMR and TD-DFT analyses, leading to the formation of a mixture of S, S ′-diphenyl dithioacetal and aromatic aldehyde which, after oxidative hydrolysis, provides the aromatic aldehyde in good to excellent yields. The salient feature of the present work is the reaction of activated aromatic compounds containing a deactivating ester functional group, leading to the formylated products in good yields.