Organics (Apr 2022)

Stabilized Arylzinc Iodides in Negishi Acylative Cross-Coupling: A Modular Synthesis of Chalcones

  • Michele Pierigé,
  • Anna Iuliano,
  • Gaetano Angelici,
  • Gianluca Casotti

DOI
https://doi.org/10.3390/org3020006
Journal volume & issue
Vol. 3, no. 2
pp. 87 – 94

Abstract

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Stabilized arylzinc iodides, synthesized by direct insertion of zinc into the corresponding halides, were used as nucleophiles into an acylative Negishi coupling reaction to synthesize chalcones. The reaction conditions were optimized to afford optimal results on a model reaction and then applied to synthesize nine compounds. Esters, chlorides, electron-rich, electron-poor and sterically hindered substrates are well tolerated and even heteroaryl derivatives can be synthesized.

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