Dioxothietanylation of Heterocycles 1. N-(1,1-Dioxothietan-3-yl)-1,2,4-triazoles

作者：Klen E E^*; Makarova N N; Khaliullin F A

来源：Chemistry of Heterocyclic Compounds, 2013, 48(10): 1473-1476.

DOI：10.1007/s10593-013-1159-7

• thietane 1,1-dioxide
• 1,2,4-triazole
• dioxothietanylation

3,5-Substituted 1-(1,1-dioxothietan-3-yl)-1,2,4-triazoles have been prepared by treating NH-1,2,4-tri-azole sodium salts with 3,5-dibromo-1-(1,1-dioxothietan-3-yl)-1,2,4-triazole (a novel dioxothietanylating reagent). The reactions occur regioselectively at the position 2 for 5-bromo-1,2,4-triazoles containing ethoxy-, isopropoxy-, or phenoxy groups at the position 3 and at position 1 for 3-methylsulfanyl-1,2,4-tri-azole. The reaction occurs nonselectively at positions 1 and 2 in the case of 3-methylsulfonyl-1,2,4-tri-azole and 5-bromo-3-(piperidin-1-yl)-1,2,4-triazole, to give the isomeric 3-R-5-R-1- and 5-R-3-R-1-1-(1,1-di-oxothietan-3-yl)-1,2,4-triazoles.

• 出版日期2013-1