Next Article in Journal / Special Issue
A Theoretical Study on the Photochemical Isomerization of 2,6-Dimethylpyrazine
Previous Article in Journal
β-Cyclodextrin Supramolecular Recognition of bis-Cationic Dithienylethenes
Previous Article in Special Issue
De Novo Synthesis of Bacteriochlorins Bearing Four Trideuteriomethyl Groups
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
Journals
Organics
Volume 3
Issue 2
10.3390/org3020006
organics-logo
Submit to this Journal Review for this Journal Propose a Special Issue
► Article Menu

Article Menu

share Share announcement Help format_quote Cite question_answer Discuss in SciProfiles
first_page
settings
Order Article Reprints
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Article

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

by
Michele Pierigé
,
Anna Iuliano
,
Gaetano Angelici
and
Gianluca Casotti
*
Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Giuseppe Moruzzi, 13, 56124 Pisa, Italy
*
Author to whom correspondence should be addressed.
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)
Browse Figures
Versions Notes

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
Graphical Abstract

Share and Cite

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

Article Metrics

Back to TopTop