Soddu Francesco, Mahdi Iktedar, Cabua Maria Chiara, Secci Francesco, Natho Philipp, Tassoni Riccardo, Dambruoso Paolo, Mesto Ernesto, Colella Marco, Luisi Renzo
FLAME-Lab, Flow Chemistry and Microreactor Technology Laboratory, Department of Pharmacy-Drug Sciences, University of Bari Aldo Moro, Via E. Orabona 4, 70125, Bari, Italy.
Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari Complesso Universitario di Monserrato, S.S. 554, Bivio per Sestu, Monserrato, 09042 Cagliari, Italy.
Org Lett. 2025 Jun 6;27(22):5754-5759. doi: 10.1021/acs.orglett.5c01516. Epub 2025 May 21.
The cyclopropene scaffold has emerged as a valuable platform in modern synthesis. Here, we present a streamlined flow-based approach for the generation of cyclopropenyllithium and its functionalization with various electrophiles in a single, continuous flow process. This method eliminates the need for laborious temperature changes and cryogenic conditions, and significantly reduces the process time from starting material to products. Compared to traditional batch processes, our flow approach enables the use of a single organolithium reagent and operates efficiently at 0 °C, avoiding the cool-warm-cool temperature cycles typical of batch methods. This not only simplifies the workflow but also enhances practicality, scalability, and extends the accessible chemical space.
环丙烯骨架已成为现代合成中一个有价值的平台。在此，我们展示了一种简化的基于流动的方法，用于在单个连续流动过程中生成环丙烯基锂及其与各种亲电试剂的官能化反应。该方法无需进行费力的温度变化和低温条件，并且从起始原料到产物的过程时间显著缩短。与传统的间歇过程相比，我们的流动方法能够使用单一的有机锂试剂，并在0°C下高效运行，避免了间歇方法典型的冷热循环。这不仅简化了工作流程，还提高了实用性、可扩展性，并扩展了可及的化学空间。
