Abstract
A cascade AgOTf-catalyzed chemoselective approach to 3,5/1,3-disubstitued pyrazoles from propargylic alcohols and para-tolylsulfonohydrazide has been developed. Good chemoselectivity is observed depending on the different substituents in the alkyne moiety of the propargylic alcohols, generating two different kinds of products through different aromatization mechanisms. The pyrazolo[5,1-a]isoquinoline skeleton can also be effectively constructed by this method through a cascade bicyclization process.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkynes / chemistry*
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Catalysis
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Chemistry, Organic / methods*
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Cyclization
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Hydrazines / chemistry
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Hydrocarbons, Aromatic / chemical synthesis*
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Hydrocarbons, Aromatic / chemistry
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Mesylates / chemistry*
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Propanols / chemistry*
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Pyrazoles / chemical synthesis*
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Pyrazoles / chemistry
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Solvents / chemistry
Substances
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Alkynes
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Hydrazines
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Hydrocarbons, Aromatic
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Mesylates
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Propanols
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Pyrazoles
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Solvents
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propargyl alcohol
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trifluoromethanesulfonic acid