Colantoni Daniele, Fioravanti Stefania, Pellacani Lucio, Tardella Paolo A
Dipartimento di Chimica, Università degli Studi La Sapienza, Piazzale Aldo Moro 2, I-00185 Roma, Italy.
J Org Chem. 2005 Nov 11;70(23):9648-50. doi: 10.1021/jo0515327.
[Reaction: see text]. One-pot aziridinations were obtained starting from substituted 2,2,2-trifluoroethyl beta-dicarbonyl compounds with nosyloxycarbamates in the presence of an excess of CaO as base. The unexpected ring closure reaction takes place at room temperature, leading to the N-protected alpha-trifluoromethyl aziridines with good yields. The reaction pathway seems to be influenced by the choice of the base.
[反应:见正文]。以取代的2,2,2-三氟乙基β-二羰基化合物与亚硝基氧基甲酸酯为原料,在过量CaO作为碱的存在下进行一锅法氮杂环丙烷化反应。意外的闭环反应在室温下发生,以良好的产率得到N-保护的α-三氟甲基氮杂环丙烷。反应途径似乎受碱的选择影响。