Tanimoto Hiroki, Adachi Ryo, Tanisawa Kodai, Tomohiro Takenori
Faculty of Pharmaceutical Sciences, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.
Org Lett. 2024 Mar 29;26(12):2409-2413. doi: 10.1021/acs.orglett.4c00566. Epub 2024 Mar 19.
A one-pot conversion of alkyl azides to diazo compounds is outlined. After the reaction of α-azidocarbonyl compounds with Amphos, treatment of the resulting phosphazides with silica gel in a wet solvent afforded α-diazo carbonyl products. Through the azido group protection property of Amphos, inter- and intramolecular azide-site selective reactions of azido group protection, click functionalization, and deprotection of the diazo group have been demonstrated in one pot.
概述了一种将烷基叠氮化物一锅法转化为重氮化合物的方法。α-叠氮羰基化合物与Amphos反应后，在湿溶剂中用硅胶处理所得的磷酰叠氮化物，得到α-重氮羰基产物。通过Amphos的叠氮基保护性能，在一锅中展示了叠氮基保护、点击功能化和重氮基脱保护的分子间和分子内叠氮基位点选择性反应。
