Nickel-Catalyzed Denitrogenative Cyclization of 1,2,3,4-Benzothiatriazin-1,1(2H)‑dioxides with Arynes To Synthesize Biaryl Sultams

Herein, we report the nickel-catalyzed denitrogenative cyclization reaction of 1,2,3,4-benzothiatriazine-1,1-dioxides with arynes to generate the polysubstituted biaryl sultams with tolerance of a wide diversity of substituents on every subunit. The mechanistic study indicates that the reaction is i...

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Veröffentlicht in:Organic letters 2022-04, Vol.24 (15), p.2915-2920
Hauptverfasser: Thorat, Vijaykumar H, Tsai, Yu-Lin, Huang, Yong-Ran, Cheng, Chien-Hong, Hsieh, Jen-Chieh
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Sprache:eng
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Zusammenfassung:Herein, we report the nickel-catalyzed denitrogenative cyclization reaction of 1,2,3,4-benzothiatriazine-1,1-dioxides with arynes to generate the polysubstituted biaryl sultams with tolerance of a wide diversity of substituents on every subunit. The mechanistic study indicates that the reaction is initiated by the formation of a diradical species, which reacts with a nickel complex to form a nickelacycle intermediate and carries out the subsequent cyclization through insertion of an aryne.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c00920