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2005
Oxadiazole derivatives
R 0290
Facile One-Pot Synthesis of 2,3,5-Substituted 1,2,4-Oxadiazolines from Nitriles in
Solution. — An easy and practical one-pot approach to the title compounds
33- 138 Aqueous
from nitriles, N-alkylhydroxylamines and alkynes is developed. The method works
well with a variety of amidoximes obtained in situ and provides highly substituted
1,2,4-oxadiazolines in good yield. One of the most important advantages is the fact
there is no need to isolate the amidoxime intermediates. The second step is normally
completed within minutes with (III), but analogous reactions with other alkynes are
much slower. — (NAIDU*, B. N.; SORENSON, M. E.; Org. Lett. 7 (2005) 7,
1391-1393; Bristol-Myers Squibb Pharm. Res. Inst., Wallingford, CT 06492, USA;
Eng.) — R. Steudel
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