4.4 Article

Gold-Catalyzed Reaction of 2H-Tetrazoles with Alkynes: Efficient Route to N-Alkenylated Tetrazoles

Journal

CHEMISTRYSELECT
Volume 4, Issue 40, Pages 11785-11789

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201902532

Keywords

addition reaction; gold catalysis; heterocycle; tetrazole; vinylation

Funding

  1. NSFC [21402106]
  2. Shandong Natural Science Foundation [ZR2018JL013, ZR2018MB014]
  3. Qufu Normal University for Research Start-up Foundation [bsqd20130115]

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A gold-catalyzed reaction of 2H-tetrazoles with alkynes was described for the efficient synthesis of a variety of N-alkenylated tetrazole derivatives, including N-1 and N-2 vinyl functionalized products which are readily isolated by column chromatography. The reaction mechanism was proposed to be a nucleophilic addition process to the alkyne motif activated by gold catalyst. The reaction features mild reaction condition, simple operation and high yields.

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