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Visible-light promoted one-pot synthesis of pyrazoles from alkynes and hydrazines
Authors:Yunge Meng  Te Zhang  Xinchi Gong  Min Zhang  Chunyin Zhu
Institution:1. School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, PR China;2. State Key Laboratory of Physical Chemistry of Solid Surfaces, Xiamen University, Xiamen 361005, PR China
Abstract:A visible-light promoted cascade of Glaser coupling/annulation has been developed for one-pot synthesis of polysubstituted pyrazoles from alkynes and hydrazines. The method features mild reaction conditions, readily availible starting materials and green oxidant (O2). It works for a wide range of substituted phenyl acetylene and hyrazines with good functional group tolerance and efficiency. Mechanistic pathways including photochemical irridiation, intramolecular hydrogen-atom-abstraction (HAT) and enamine-to-imine tautomerization was proposed for the transformation.
Keywords:Alkyne  Pyrazole  Visible-light  Cascade  Synthesis
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