TY - JOUR
T1 - Unexpected results in the heterocyclization of 5-acetylenylpyrazole-4- carboxylic acid hydrazides under the influence of CuCl
T2 - Formation of a diazepinone and dehydrodimerization into the corresponding bis(pyrazolo[4,3-d] [1,2]diazepinone)
AU - Vasilevsky, Sergei F.
AU - Mshvidobadze, Elena V.
AU - Mamatyuk, Victor I.
AU - Romanenko, Galina V.
AU - Elguero, Jose
PY - 2005/6/27
Y1 - 2005/6/27
N2 - The simple reaction of cyclization of hydrazides of vic-acetylenylbenzoic and acetylenylpyrazole carboxylic acid can lead to four different compounds: five-membered N-aminolactams, six-membered N-aminolactams, six-membered diazinones and diazepinones, but only the first three have been described. In this paper we report the unexpected formation of a bis(pyrazolo[4,3-d][1,2] diazepinone, the structure of which has been established by X-ray crystallography.
AB - The simple reaction of cyclization of hydrazides of vic-acetylenylbenzoic and acetylenylpyrazole carboxylic acid can lead to four different compounds: five-membered N-aminolactams, six-membered N-aminolactams, six-membered diazinones and diazepinones, but only the first three have been described. In this paper we report the unexpected formation of a bis(pyrazolo[4,3-d][1,2] diazepinone, the structure of which has been established by X-ray crystallography.
KW - Cross-coupling
KW - Hetarylacetylenes
KW - Heterocyclization
KW - Pyrazolopyridines
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U2 - 10.1016/j.tetlet.2005.04.127
DO - 10.1016/j.tetlet.2005.04.127
M3 - Article
AN - SCOPUS:19544362859
VL - 46
SP - 4457
EP - 4459
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 26
ER -