Department of Chemistry, University College London, Christopher Ingold Laboratories, 20 Gordon St, London, WC1H 0AJ, UK.
J Org Chem. 2013 May 3;78(9):4512-23. doi: 10.1021/jo400509n. Epub 2013 Apr 16.
B(OCH2CF3)3, prepared from readily available B2O3 and 2,2,2-trifluoroethanol, is as an effective reagent for the direct amidation of a variety of carboxylic acids with a broad range of amines. In most cases, the amide products can be purified by a simple filtration procedure using commercially available resins, with no need for aqueous workup or chromatography. The amidation of N-protected amino acids with both primary and secondary amines proceeds effectively, with very low levels of racemization. B(OCH2CF3)3 can also be used for the formylation of a range of amines in good to excellent yield, via transamidation of dimethylformamide.
B(OCH2CF3)3 可由易得的 B2O3 和 2,2,2-三氟乙醇制备,是一种有效试剂,可用于多种羧酸与各种胺的直接酰胺化反应。在大多数情况下,酰胺产物可通过使用市售树脂的简单过滤程序进行纯化,无需进行水相处理或层析。B(OCH2CF3)3 也可用于 N-保护的氨基酸与伯胺和仲胺的有效酰胺化反应,且外消旋化程度非常低。B(OCH2CF3)3 还可通过二甲基甲酰胺的转酰胺化作用,以良好至优异的收率用于一系列胺的甲酰化反应。