Direct Photochemical Synthesis of Substituted Benzo[b]fluorenes

A new and straightforward route toward substituted benzo[b]fluorenes is reported via the direct photochemical conversion of alkynylated chalcones. This transformation is enabled by a high-power ultraviolet A light-emitting diode, allowing rapid formation of the target products (tₑₛ = 5 min). Reproducibility and scalability are facilitated by a continuous flow approach, granting streamlined access to these important scaffolds and their derivatives. A mechanistic proposal based on a biradical species is presented and supported by deuteration studies.

• Crawford, R
• Ortin, Y
• Twamley, B
• Baumann, M

• School of Chemistry, University College Dublin, Dublin 4, Ireland

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