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

• Research & Development Group, Nankai Chemical Co. Ltd., 1-1-38 Kozaika, Wakayama 641-0007, Japan Department of Applied Chemistry, National Yang Ming Chiao Tung University (NYCU), Hsinchu 30010, Taiwan 10.3762/bjoc.18.16 Abstract We report the high-speed C–H chlorination of ethylene carbonate, which gives

• ethylene carbonate was introduced to the reactor, the residence time was measured to be 15 or 30 s, depending on the slope of the reactor set at 15 or 5°, respectively. Such short time of exposition sufficed the photo C–H chlorination. The partial irradiation of the flow channels also sufficed for the C–H

• chlorination, which is consistent with the requirement of photoirradiation for the purpose of radical initiation. Near-complete selectivity for single chlorination required the low conversion of ethylene carbonate such as 9%, which was controlled by limited introduction of chlorine gas. At a higher conversion

Valorisation of plastic waste via metal-catalysed depolymerisation

• Francesca Liguori,
• Carmen Moreno-Marrodán and
• Pierluigi Barbaro

Beilstein J. Org. Chem. 2021, 17, 589–621, doi:10.3762/bjoc.17.53

Design and synthesis of a bis-macrocyclic host and guests as building blocks for small molecular knots

• Elizabeth A. Margolis,
• Rebecca J. Keyes,
• Stephen D. Lockey IV and
• Edward E. Fenlon

Beilstein J. Org. Chem. 2020, 16, 2314–2321, doi:10.3762/bjoc.16.192

• reaction with ethylene carbonate using a modified literature procedure (see Supporting Information File 1). Conversion of 7 to bismesylate 8 proceeded smoothly in 92% yield under standard conditions. The symmetry-breaking step in this route involved treatment of 8 with one equivalent of sodium azide in

Pauson–Khand reaction of fluorinated compounds

• Jorge Escorihuela,
• Daniel M. Sedgwick,
• Alberto Llobat,
• Mercedes Medio-Simón,
• Pablo Barrio and
• Santos Fustero

Beilstein J. Org. Chem. 2020, 16, 1662–1682, doi:10.3762/bjoc.16.138

• cyclohexene, maleic anhydride, ethylene carbonate, and 1-octene, the desired products were not formed under the reaction conditions. In the same year, Helaja and co-workers examined the electronic effects of the alkyne substituent on the regioselectivity of the microwave-assisted PKR with norbornene [80]. The

Ionic liquids as transesterification catalysts: applications for the synthesis of linear and cyclic organic carbonates

• Maurizio Selva,
• Alvise Perosa,
• Sandro Guidi and
• Lisa Cattelan

Beilstein J. Org. Chem. 2016, 12, 1911–1924, doi:10.3762/bjoc.12.181

• ]) dispersed on magnetic mesoporous SiO2/CoFe2O4 and CoFe2O4 nanoparticles [39][40] have been reported as catalysts. In addition, the reaction of ethylene carbonate with methanol for the synthesis of DMC was described in the presence of a mesocellular silica foam (MCF) material [41]. These catalysts are easy

• intermediate towards the diphenyl carbonate monomer. The first step is the insertion of CO2 into ethylene oxide to give ethylene carbonate, which is catalyzed by onium salts. The second step involves the transesterification of ethylene carbonate with methanol. The reaction is carried out in a continuous

• should therefore implement greener reactions, such as the direct carboxylation of diols by CO2, for which however, effective catalysts are currently not available. The Asahi Kasei process also highlights that the synthesis of DMC by transesterification of ethylene carbonate with methanol does not

Synthesis of uniform cyclodextrin thioethers to transport hydrophobic drugs

• Lisa F. Becker,
• Dennis H. Schwarz and
• Gerhard Wenz

Beilstein J. Org. Chem. 2014, 10, 2920–2927, doi:10.3762/bjoc.10.310

• ]. The reaction was performed in DMF solution leading to the corresponding thioethers 1b1/1b2 in excellent yields (up to 92%). Afterwards, these thioethers 1b1/1b2 were hydroxyethylated with ethylene carbonate to the water soluble derivatives 2b1/2b2 according to Mazzaglia et al. [43]. The ESI MS of 2b1