Abstract
Various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylisoxazoles
in good yields in one pot by successive treatment with PhI(OAc)2 in the presence of TEMPO, NH2OH, and then NCS, followed by reaction with alkynes in the presence of Et3N. Similarly, various primary alcohols were smoothly transformed into 3-aryl- and
3-alkylpyrazoles in good yields in one pot by successive treatment with PhI(OAc)2 in the presence of TEMPO, PhNHNH2, and then NCS and decyl methyl sulfide, followed by reaction with alkynes in the
presence of Et3N. Thus, both 3-aryl- and 3-alkylisoxazoles, and 3-aryl- and 3-alkylpyrazoles could
be prepared from readily available primary alcohols in one pot under transition-metal-free
conditions.
Key words
isoxazole - pyrazole - alcohol - oxime - hydrazone - cycloaddition
