Synthesis of aryl 2-bromo-2-chloro-1,1-difluoroethyl ethers through the base-mediated reaction between phenols and halothane

• Yukiko Karuo,
• Ayaka Kametani,
• Atsushi Tarui,
• Kazuyuki Sato,
• Kentaro Kawai and
• Masaaki Omote

Beilstein J. Org. Chem. 2021, 17, 89–96, doi:10.3762/bjoc.17.9

• utility of halothane for the synthesis of aryl gem-difluoroalkyl ethers containing the bromochloromethyl group. Keywords: aryl 1,1-difluoroethyl ether; 1,1-difluoroethene; fluorine compound; halothane; phenol; Introduction Molecules containing fluoroalkyl groups are of interest in pharmaceutical and

Synthesis, dynamic NMR characterization and XRD studies of novel N,N’-substituted piperazines for bioorthogonal labeling

• Constantin Mamat,
• Marc Pretze,
• Matthew Gott and
• Martin Köckerling

Beilstein J. Org. Chem. 2016, 12, 2478–2489, doi:10.3762/bjoc.12.242

• piperazines and to determine these energies, temperature-dependent NMR experiments [24] were performed for all nitro derivatives 3a, 4a, and 5a as well as for fluorine compound 3b. When monitoring compound 3a over a minimum range of 45 K, the four signals of the NCH2 groups gradually disappear and coalesce to

• determined to be 50 °C (322 K) and Tc,2 was 67 °C (340 K). Using this data, the activation energies ΔG#exc were calculated to be 66.7 and 67.1 kJ/mol, respectively (Table 2). For fluorine compound 3b, only the CH2 group attached to the amide nitrogen is split in two signals at room temperature and its Tc was

• isomers in a 1:1 ratio as imposed by crystal symmetry. Sample ligation using Huisgen-click and traceless Staudinger As a proof of labeling concept, fluorine compound 4b was clicked to peptide 6 using the Cu-catalyzed Huisgen-click reaction. This SNEW peptide (SNEW: Ser-Asn-Glu-Trp) was chosen due to its