Photochemically induced generation of aryl fluorocarbenes from aryl fluorodiazirines and their subsequent [2+1] cycloaddition with alkenes was developed in continuous flow. The in situ generated electrophilic aryl fluorocarbene reacted with a range of alkenes enabling the synthesis of the corresponding 3-fluoro-3-aryl-cyclopropanes in a 5-minute residence time under 380-nm LED irradiation in continuous flow (20 examples). The scaled-up reaction of 3-fluoro-3-(4-chlorophenyl)-3H-diazirine with styrene under irradiation at 380 nm led to the fluorocyclopropane with a 77% yield, providing a throughput yield of 0.945 g h⁻¹.

中文翻译：

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从芳基氟二嗪和烯烃连续流合成芳基氟环丙烷


从芳基氟二嗪中光化学诱导生成芳基氟卡宾，随后与烯烃进行 [2+1] 环加成反应是在连续流中开发的。原位生成的亲电芳基氟卡宾与一系列烯烃反应，能够在 380 nm LED 连续流照射下在 5 分钟的停留时间内合成相应的 3-氟-3-芳基-环丙烷（20 个实例）。3-氟-3-（4-氯苯基）-3H-二氮嗪与苯乙烯在 380 nm 辐照下放大反应导致氟环丙烷的产率为 77%，提供 0.945 g ^h-1 的通量产率。