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Thiol-ene reactions of 1,3,5-triacryloylhexahydro-1,3,5-triazine (TAT): facile access to functional tripodal thioethers
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2008-11-28 , DOI: 10.1016/j.tetlet.2008.11.094 Chinwon Rim , Lauren J. Lahey , Vijita G. Patel , Hongming Zhang , David Y. Son
中文翻译:
1,3,5-三丙烯酰基六氢-1,3,5-三嗪(TAT)的巯基-烯反应:容易获得功能性三脚架硫醚
更新日期:2008-11-28
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2008-11-28 , DOI: 10.1016/j.tetlet.2008.11.094 Chinwon Rim , Lauren J. Lahey , Vijita G. Patel , Hongming Zhang , David Y. Son
Efficient syntheses of tripodal thioethers have been achieved by ionic thiol-ene reactions of 1,3,5-triacryloylhexahydro-1,3,5-triazine (TAT) with a variety of commercially available thiols. The reactions are complete within minutes and give the products in high yields (63−96%) and high purity without a complex workup. The thiol-ene reactions tolerate a wide range of functionality, including hydroxy, amino, carboxylate, and trimethoxylsilyl groups. The amino acid cysteine is also an excellent substrate for this reaction.
中文翻译:
1,3,5-三丙烯酰基六氢-1,3,5-三嗪(TAT)的巯基-烯反应:容易获得功能性三脚架硫醚
三脚架硫醚的有效合成已通过1,3,5-三丙烯酰基六氢-1,3,5-三嗪(TAT)与各种市售硫醇的离子硫醇-烯反应实现。反应在数分钟内完成,无需复杂的后处理即可获得高收率(63-96%)和高纯度的产物。硫醇-烯反应可耐受各种官能团,包括羟基,氨基,羧酸根和三甲氧基甲硅烷基。氨基酸半胱氨酸也是该反应的优良底物。