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Ligand-Accelerated Gold-Catalyzed Addition of in Situ Generated Hydrazoic Acid to Alkynes under Neat Conditions.

Xiaoqing LiShengrong LiaoZhixun WangLiming Zhang
Published in: Organic letters (2017)
The direct addition of in situ generated hydrazoic acid to alkynes is realized without solvent by using a gold catalyst derived from a recently designed remotely functionalized biaryl-2-ylphosphine ligand (i.e., WangPhos). With terminal alkynes, the additions are mostly realized with 0.1 mol% catalyst loadings and at 40 °C. With more challenging internal alkynes devoid of direct EWG substitution, the one-step transformation is realized for the first time with generally high efficiency at ambient temperature.
Keyphrases
  • high efficiency
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  • carbon dioxide
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  • mass spectrometry