Synthesis of 1,3,5-trisubstituted pyrazoles<i>via</i>1,3-dipolar cycloaddition of nitrile imines with ninhydrin-derived Morita–Baylis–Hillman carbonates
Kai‐Kai Wang, Yanli Li, Jun Jing, Rongxiang Chen, Nana Zhao, Zhihui Li, Mingyue Wang, Shuo-Ke Ji
Abstract
1,3-dipolar cycloaddition reaction has been developed. This reaction could smoothly proceed between ninhydrin-derived Morita-Baylis-Hillman carbonates and nitrilimines to provide a wide scope of differently substituted pyrazoles in high yields (up to 95%). In addition, the reaction mechanism was also proposed to explain its regioselectivity.
Topics & Concepts
NitrileChemistryNinhydrinCycloadditionOrganic chemistry1,3-Dipolar cycloadditionCombinatorial chemistryCatalysisAmino acidBiochemistrySynthesis and Catalytic ReactionsClick Chemistry and ApplicationsSynthesis and Characterization of Pyrroles