High-speed C–H chlorination of ethylene carbonate using a new photoflow setup

• Takayoshi Kasakado,
• Takahide Fukuyama,
• Tomohiro Nakagawa,
• Shinji Taguchi and
• Ilhyong Ryu

Beilstein J. Org. Chem. 2022, 18, 152–158, doi:10.3762/bjoc.18.16

• chloroethylene carbonate, a precursor to vinylene carbonate. A novel photoflow setup designed for a gas–liquid biphasic reaction turned out to be useful for the direct use of chlorine gas. The setup employed sloped channels so as to make the liquid phase thinner, ensuring a high surface-to-volume ratio. When

• ; ethylene carbonate; photo flow reactor; vinylene carbonate; Introduction The C–H chlorination by molecular chlorine is a highly exothermic reaction that proceeds via a radical chain mechanism as illustrated in Scheme 1 [1][2][3][4][5][6]. Frequently, photoirradiation is used for radical initiation through

• including angle settings to ensure a thin liquid layer are summarized in Figure 1. We chose the C–H chlorination of ethylene carbonate (1) as a model reaction (Scheme 2). Chlorinated ethylene carbonate 2 is a precursor to vinylene carbonate (3), which is used as an electrolyte additive for Li-ion batteries

N-(1-Phenylethyl)aziridine-2-carboxylate esters in the synthesis of biologically relevant compounds

• Iwona E. Głowacka,
• Aleksandra Trocha,
• Andrzej E. Wróblewski and
• Dorota G. Piotrowska

Beilstein J. Org. Chem. 2019, 15, 1722–1757, doi:10.3762/bjoc.15.168

• hydrogenation followed by saponification converted 178 into (2S,3S)-N-Boc-3-hydroxy-2-hydroxymethylpyrrolidine (2S,3S)-179, one of the simplest members of the iminosugar family. Reaction of aziridine 4-methoxyphenyl esters either (2R,1′S)-5e or (2S,1′S)-5e with vinylene carbonate at 280 °C gave a mixture of