Regioselective Access to 3‑Aryl-1-aminoisoquinolines via Nickel(I)-Catalyzed C–C and C–N Cascade Coupling Reactions from the Substituted 2‑(Cyanomethyl)benzonitriles

A novel and regioselective Ni­(I) catalyzed C–C and C–N cascade coupling reactions has been developed. The cascade furnishes atom-economic access to 40 3-aryl-1-aminoisoquinolines. The regioselectivity of C­(sp3)-cyano group over C­(sp2)-cyano group was revealed and supported by mechanism studies as...

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Veröffentlicht in:Journal of organic chemistry 2018-09, Vol.83 (17), p.9682-9695
Hauptverfasser: Yang, Xicheng, Yu, Haihua, Xu, Yulong, Shao, Liming
Format: Artikel
Sprache:eng
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Zusammenfassung:A novel and regioselective Ni­(I) catalyzed C–C and C–N cascade coupling reactions has been developed. The cascade furnishes atom-economic access to 40 3-aryl-1-aminoisoquinolines. The regioselectivity of C­(sp3)-cyano group over C­(sp2)-cyano group was revealed and supported by mechanism studies as well as the preliminary density functional theory (DFT) calculations.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b01159