Non-stabilized diazoalkane synthesis <i>via</i> the oxidation of free hydrazones by iodosylbenzene and application in <i>in situ</i> MIRC cyclopropanation
作者:Emmanuelle M. D. Allouche、André B. Charette
DOI:10.1039/c8sc05558k
日期:——
powerful reagents in organic synthesis, but the risks associated with their toxicity and instability often limit their uses. Herein we describe an efficient, easy-to-handle and safe batch protocol for the in situ generation and cyclopropanation of these highly reactive non-stabilized diazoalkanes through the oxidation of free hydrazones using iodosylbenzene. Numerous substituted cyclopropanes have been
富电子烷基重氮化合物是有机合成中的强大试剂,但与其毒性和不稳定性相关的风险往往限制其使用。在此,我们描述了一种高效、易于操作且安全的批量方案,用于通过使用碘酰苯氧化游离腙来原位生成和环丙烷化这些高反应性的非稳定重氮烷。使用这种方法已经合成了许多取代的环丙烷,包括在药物化学中特别感兴趣的各种偕二甲基环丙烷。