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Highly Regioselective Synthesis of 3,5-Substituted Pyrazoles from Bromovinyl Acetals and N-Tosylhydrazones
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A regioselective synthesis of 3,5-disubstituted pyrazoles was achieved by 1,3-dipolar cycloaddition of diazo compounds, generated in situ from N-tosylhydrazones, with unactivated bromovinyl acetals, which served as alkyne surrogates. The reaction tolerated N-tosylhydrazones bearing various substituted benzylidene groups, and a range of 3,5-disubstituted pyrazoles were obtained in yields of up to 92%.
Georg Thieme Verlag KG
Title: Highly Regioselective Synthesis of 3,5-Substituted Pyrazoles from Bromovinyl Acetals and N-Tosylhydrazones
Description:
A regioselective synthesis of 3,5-disubstituted pyrazoles was achieved by 1,3-dipolar cycloaddition of diazo compounds, generated in situ from N-tosylhydrazones, with unactivated bromovinyl acetals, which served as alkyne surrogates.
The reaction tolerated N-tosylhydrazones bearing various substituted benzylidene groups, and a range of 3,5-disubstituted pyrazoles were obtained in yields of up to 92%.
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