Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Room-temperature synthesis of pharmaceutically important carboxylic acids bearing the 1,2,4-oxadiazole moiety. / Tarasenko, Marina; Duderin, Nikolay; Sharonova, Tatyana; Baykov, Sergey; Shetnev, Anton; Smirnov, Alexey V.
в: Tetrahedron Letters, Том 58, № 37, 13.09.2017, стр. 3672-3677.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Room-temperature synthesis of pharmaceutically important carboxylic acids bearing the 1,2,4-oxadiazole moiety
AU - Tarasenko, Marina
AU - Duderin, Nikolay
AU - Sharonova, Tatyana
AU - Baykov, Sergey
AU - Shetnev, Anton
AU - Smirnov, Alexey V.
PY - 2017/9/13
Y1 - 2017/9/13
N2 - An efficient and mild one-pot protocol has been developed for the synthesis of 1,2,4-oxadiazoles via the reaction of amidoximes with dicarboxylic acid anhydrides in a NaOH/DMSO medium. The method allows the synthesis of diversely substituted carboxylic acids bearing the 1,2,4-oxadiazole motif, – a popular building block for pharmaceutical research, in moderate to excellent yields. The reaction scope includes aromatic and heteroaromatic amidoximes as well as five-, six- and seven-membered anhydrides. The advantages of this procedure are proven gram-scalability and the use of inexpensive starting materials, which from a process chemistry point of view are essential for future industrial applications.
AB - An efficient and mild one-pot protocol has been developed for the synthesis of 1,2,4-oxadiazoles via the reaction of amidoximes with dicarboxylic acid anhydrides in a NaOH/DMSO medium. The method allows the synthesis of diversely substituted carboxylic acids bearing the 1,2,4-oxadiazole motif, – a popular building block for pharmaceutical research, in moderate to excellent yields. The reaction scope includes aromatic and heteroaromatic amidoximes as well as five-, six- and seven-membered anhydrides. The advantages of this procedure are proven gram-scalability and the use of inexpensive starting materials, which from a process chemistry point of view are essential for future industrial applications.
KW - Anhydride
KW - Carboxylic acid
KW - Heterocycles
KW - Room temperature synthesis
KW - Superbase catalysis
UR - http://www.scopus.com/inward/record.url?scp=85027584411&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2017.08.020
DO - 10.1016/j.tetlet.2017.08.020
M3 - Article
AN - SCOPUS:85027584411
VL - 58
SP - 3672
EP - 3677
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 37
ER -
ID: 41034350