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Article

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

Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Giuseppe Moruzzi, 13, 56124 Pisa, Italy
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Organics 2022, 3(2), 87-94; https://doi.org/10.3390/org3020006
Submission received: 14 March 2022 / Revised: 12 April 2022 / Accepted: 21 April 2022 / Published: 23 April 2022
(This article belongs to the Collection Advanced Research Papers in Organics)

Abstract

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.
Keywords: chalcones; organozinc halides; Negishi coupling; cross-coupling; acylative cross-coupling; arylzinc halides; zinc; palladium chalcones; organozinc halides; Negishi coupling; cross-coupling; acylative cross-coupling; arylzinc halides; zinc; palladium
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MDPI and ACS Style

Pierigé, M.; Iuliano, A.; Angelici, G.; Casotti, G. Stabilized Arylzinc Iodides in Negishi Acylative Cross-Coupling: A Modular Synthesis of Chalcones. Organics 2022, 3, 87-94. https://doi.org/10.3390/org3020006

AMA Style

Pierigé M, Iuliano A, Angelici G, Casotti G. Stabilized Arylzinc Iodides in Negishi Acylative Cross-Coupling: A Modular Synthesis of Chalcones. Organics. 2022; 3(2):87-94. https://doi.org/10.3390/org3020006

Chicago/Turabian Style

Pierigé, Michele, Anna Iuliano, Gaetano Angelici, and Gianluca Casotti. 2022. "Stabilized Arylzinc Iodides in Negishi Acylative Cross-Coupling: A Modular Synthesis of Chalcones" Organics 3, no. 2: 87-94. https://doi.org/10.3390/org3020006

APA Style

Pierigé, M., Iuliano, A., Angelici, G., & Casotti, G. (2022). Stabilized Arylzinc Iodides in Negishi Acylative Cross-Coupling: A Modular Synthesis of Chalcones. Organics, 3(2), 87-94. https://doi.org/10.3390/org3020006

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