TBADT-Mediated C-C Bond Formation Exploiting Aryl Aldehydes in a Photochemical Flow Reactor

    • Adam Cruisea
    • Marcus Baumanna
    • aUniversity College Dublin, School Of Chemistry, Science Centre - South, Dublin 4 Belfield, IRELAND

    A robust and general photochemical process is reported converting various aryl aldehydes into β-ketonitriles and related species. Tetrabutylammonium decatungstate (TBADT) is used as photocatalyst in combination with a high-power LED emitting at 365 nm. Standardization and scalability are enabled by using a flow reactor platform integrating the LED light source placed within an encased reactor coil. Under optimized conditions a variety of aromatic and heteroaromatic aldehydes is reacted with acrylonitrile, methyl methacrylate and phenyl vinyl sulfone to give the desired products in high yields, short residence times of 5-30 minutes and a throughput of up to 41 mmol/h. This continuous process overcomes limitations previously encountered for aromatic substrates and represents an effective means to generate a variety of difunctionalized building blocks for further elaborations with an ideal atom economy.

    Read the publication that featured this abstract

    Get in touch

    For more information on flow chemistry systems and services please use the contact methods below.

    Call us on +44 (0)1284 728659 or Email us