• Difluoro(phenylsulfanyl)methane as a Formylating Agent

    From left: Prof. M. Pohmakotr, N. M. Betterley, Prof. C. Kuhakarn, Prof. D. Soorukram, S. Chaturonrutsamee, Prof. V. Reutrakul (Mahidol University, Bangkok, Thailand)

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Difluoro(phenylsulfanyl)methane as a Formylating Agent

Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl)methane: N. M. Betterley, S. Kongsriprapan, S. Chaturonrutsamee, P. Deelertpaiboon, P. Surawatanawong, M. Pohmakotr, D. Soorukram, V. Reutrakul, C. Kuhakarn
Synthesis 2018, DOI: 10.1055/s-0036-1591545


Although the C–F bond is exceptionally stable, fluoroalkyl reagents can sometimes be used in non-orthodox ways by inducing loss of fluoride, which is also exceptionally stable. One such example was recently published by the group of Professor Chutima Kuhakarn from Mahidol University (Bangkok, Thailand) for the synthesis of differently substituted benzaldehydes. The process is mediated by SnCl4 which was used as Lewis acid for promoting defluorination.

  • Difluoro(phenylsulfanyl)methane as a Formylating Agent

    Formylation with Difluoro(phenylsulfanyl)methane

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Professor Kuhakarn said: “Difluoro(phenylsulfanyl)methane (PhSCF2H) was first employed as a synthetic equivalent to a formyl cation for achieving formylation of aromatic compounds via α-chloro thionium species.”
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