Reaction between acid N'-(2-oxo-2-phenyl-ethyl)hydrazides, acetylenic esters and alkyl isocyanides in the presence of silica sulfuric acid: One-pot synthesis of highly functionalized 2,3-dihydro-1H-pyrazoles
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Ardakani, Leili Shaker
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Islamic Azad Univ, Dept Chem, Yazd Branch, Yazd, IranIslamic Azad Univ, Dept Chem, Yazd Branch, Yazd, Iran
Ardakani, Leili Shaker
[1
]
Mosslemin, Mohammad H.
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Islamic Azad Univ, Dept Chem, Yazd Branch, Yazd, IranIslamic Azad Univ, Dept Chem, Yazd Branch, Yazd, Iran
Mosslemin, Mohammad H.
[1
]
Hassanabadi, Alireza
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Islamic Azad Univ, Dept Chem, Zahedan Branch, Zahedan, IranIslamic Azad Univ, Dept Chem, Yazd Branch, Yazd, Iran
Hassanabadi, Alireza
[2
]
Hashemian, Saeedeh
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Islamic Azad Univ, Dept Chem, Yazd Branch, Yazd, IranIslamic Azad Univ, Dept Chem, Yazd Branch, Yazd, Iran
Hashemian, Saeedeh
[1
]
机构:
[1] Islamic Azad Univ, Dept Chem, Yazd Branch, Yazd, Iran
[2] Islamic Azad Univ, Dept Chem, Zahedan Branch, Zahedan, Iran
The reactive intermediate produced in the reaction between alkyl isocyanides and dialkyl acetylenedicarboxylates was trapped by acid N'-(2-oxo-2-phenyl-ethyl)hydrazides in the presence of a catalytic amount of silica sulfuric acid (SiO2-OSO3H2) to yield highly functionalized 2,3-dihydro-1H-pyrazoles in good yields. The reaction is characterized by mild conditions and tolerance to various functional groups such as cyclohexyl, t-butyl isocyanides, and Dimethyl-, diethyl- and di-tert-butyl acetylenedicarboxylates.