158657-32-0Relevant academic research and scientific papers
A simple one-pot method for the preparation of allyl azides from allyl alcohols using triphosgene: Synthesis of N1-cinnamyl azetidin-2-ones
Jayanthi,Gumaste,Deshmukh
, p. 979 - 982 (2004)
A simple and efficient one-pot method for the preparation of allyl azides from allyl alcohols using triphosgene and sodium azide is described. An application of cinnamyl azide for the synthesis of various N1 -cinnamyl azetidin-2-ones is also described.
Synthesis of Cyclic N-Hydroxylated Ureas and Oxazolidinone Oximes Enabled by Chemoselective Iodine(III)-Mediated Radical or Cationic Cyclizations of Unsaturated N-Alkoxyureas
Peilleron, Laure,Retailleau, Pascal,Cariou, Kevin
supporting information, p. 5160 - 5169 (2019/11/11)
In this study we describe the reactivity of unsaturated N-alkoxyureas in the presence of different combinations of a hypervalent iodine(III) reagent and a bromide source or TEMPO. Three complementary cyclizations can be achieved depending on the reaction conditions. On the one hand, PIFA with pyridinium bromide leads to an oxybromination reaction. On the other hand, bis(tert-butylcarbonyloxy)iodobenzene with tetrabutylammonium bromide or TEMPO triggers aminobromination or aminooxyamination reactions, respectively. Control experiments showed that the three reactions proceed through distinct mechanisms: the first process is ionic while the other two follow a radical manifold. (Figure presented.).
