153278-99-0Relevant articles and documents
Transformations of 1-(oxiranylmethyl)-1,2,3-triazoles into 2-(Oxiranylmethyl)-1,2,3-triazoles and alkanenitriles
Osawa, Ayumi,Mera, Akane,Namba, Kosuke,Tanino, Keiji
, p. 207 - 210 (2013)
New reactions for the transformation of 1-(oxiranylmethyl)-1,2,3-triazoles into 2-(oxiranylmethyl)-1,2,3-triazoles or alkanenitriles were established. Successive treatment of the substrate with triflic acid and t-BuOH afforded 4,6-dihydro-5-hydroxy-1,3a,6a-triazapentalene derivative. Under the influence of NaH, the bicyclic compound was converted into a 2-(oxiranylmethyl)-1,2,3- triazole or an alkanenitrile. The reaction pathway depends on the substituent pattern of the epoxide side chain. Georg Thieme Verlag Stuttgart New York.