Visible-light promoted one-pot synthesis of pyrazoles from alkynes and hydrazines |
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Authors: | Yunge Meng Te Zhang Xinchi Gong Min Zhang Chunyin Zhu |
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Affiliation: | 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 |
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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. |
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Keywords: | Alkyne Pyrazole Visible-light Cascade Synthesis |
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