Synthesis and reactions of 3‐alkoxy‐2 H ‐azirines
1986; Royal Netherlands Chemical Society; Volume: 105; Issue: 10 Linguagem: Inglês
10.1002/recl.19861051023
ISSN1878-7096
AutoresLéon Ghosez, F. Sainte, Margarita Rivera, Christiane Bernard‐Henriet, Véronique Gouverneur,
Tópico(s)Click Chemistry and Applications
ResumoAbstract 3‐Alkoxy‐2 H ‐azirines 4 have been prepared by treatment of enol ethers 6 with iodine azide followed by base‐catalysed elimination of HI and thermolysis of the resulting vinyl azide 5 . Azirines 4 readily undergo electrophilic additions, to yield products resulting from cleavage of either the N(1)‐C(3) or the N(1)‐C(2) bond. Reaction of 4 with trimethylsilyl cyanide yields highly functionalized aziridines 12 . Thermolysis of 4 produces C ‐alkoxy‐ N ‐vinylmethanimines.
Referência(s)