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One-step conversion of azine N-oxides to α-N-aryltriflamidoazines.

The Journal of organic chemistry (2012-12-12)
John M Keith
ABSTRACT

Various pyridine, quinoline, isoquinoline, and pyrimidine N-oxides were converted to their corresponding α-N-aryltriflamidoheteroarenes in good yield by treatment with N-aryltriflimides, both neat and in solution, at temperatures ranging from rt to 100 °C.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Hydrazine sulfate salt, puriss. p.a., ACS reagent, ≥99.0%
Sigma-Aldrich
Hydrazine dihydrochloride, ≥98%
Sigma-Aldrich
Hydrazine sulfate salt, ACS reagent, ≥99.0%
Sigma-Aldrich
Hydrazine hemisulfate salt, ≥98%
Sigma-Aldrich
Hydrazine solution, 1.0 M in ethanol
Sigma-Aldrich
Hydrazine monohydrate, N2H4 64-65 %, reagent grade, ≥97%
Sigma-Aldrich
Hydrazine solution, 1 M in acetonitrile
Sigma-Aldrich
Hydrazine solution, 1.0 M in THF
Sigma-Aldrich
Hydrazine solution, 35 wt. % in H2O