Synthetic study of vic-bromination of diarylacetylenes, easy purification and separation

• Akane Togo,
• Hiyono Suzuki,
• Yuto Akai,
• Makoto Matsumoto,
• Yoshinori Suzuma,
• Hidehiko Kodama and
• Kouichi Matsumoto

Beilstein J. Org. Chem. 2026, 22, 795–802, doi:10.3762/bjoc.22.61

• -osaka, Osaka 577-0056, Japan 10.3762/bjoc.22.61 Abstract E-Selective bromination for diphenylacetylene was established by using the combination of NBS and FeBr3 in CH2Cl2. In addition, easy purification and separation from the crude product were found. When the crude product was treated with heptane

• , the E isomer could be recovered as a solid material by utilizing the difference in solubility. On the other hand, the Z isomer could be removed by filtration while remaining in solution. Keywords: bromination; diarylacetylenes; green chemistry; purification and separation; stereoselective reaction

• interested in the selective synthesis of the E isomer of 1,2-dibromo-1,2-diphenylethylene, together with simple purification and separation toward process chemistry, because the compound is an attractive synthetic intermediate for further transformations. During the course of our studies, we have found that

Stereodivergent synthesis of jaspine B and its isomers using a carbohydrate-derived alkoxyallene as C₃-building block

• Volker M. Schmiedel,
• Stefano Stefani and
• Hans-Ulrich Reissig

Beilstein J. Org. Chem. 2013, 9, 2564–2569, doi:10.3762/bjoc.9.291

• employing gold(I) catalysis [44], which after purification and separation afforded the expected products in 41% and 31% yields, respectively. The dihydrofurans 14 and 15 are more stable than the allenyl alcohols 12 and 13 and therefore allowed smooth separation by HPLC. At this point, the assignment of the