Karmakar Pintu, Karmakar Indrajit, Mukherjee Debojyoti, Bhowmick Anindita, Brahmachari Goutam
Laboratory of Natural Products & Organic Synthesis, Department of Chemistry, Visva-Bharati (a Central University), 731 235, Santiniketan, West Bengal, India.
Chemistry. 2023 Nov 13;29(63):e202302539. doi: 10.1002/chem.202302539. Epub 2023 Sep 28.
A mechanochemistry-driven practical and efficient synthetic protocol for accessing diverse series of biologically relevant poly-functionalized 5-(arylselanyl)-1H-1,2,3-triazoles through copper(I)-catalyzed click reaction between aryl/heteroaryl acetylenes, diaryl diselenides, benzyl bromides, and sodium azide has been accomplished under high-speed ball-milling. Advantages of this method include operational simplicity, avoidance of using solvent and external heating, one-pot synthesis, short reaction time in minutes, good to excellent yields, broad substrate scope, and gram-scale applications. Furthermore, synthesized organoselenium compounds were synthetically diversified to biologically promising selenones.
通过高速球磨实现了一种机械化学驱动的实用高效合成方案，可通过芳基/杂芳基乙炔、二芳基二硒醚、苄基溴与叠氮化钠之间的铜（I）催化点击反应，获得各种系列具有生物相关性的多官能化5-（芳基硒基）-1H-1,2,3-三唑。该方法的优点包括操作简便、无需使用溶剂和外部加热、一锅合成、反应时间短至几分钟、产率良好至优异、底物范围广以及克级规模应用。此外，合成的有机硒化合物可进一步多样化合成具有生物前景的硒酮。
