Photocatalyzed alkylative cyclization of 2-isocyanobiphenyls with unactivated alkyl iodides

We herein report the first photocatalyzed radical cascade cyclization of 2-isocyanobiaryls with unactivated alkyl iodides. This simple protocol operates under mild reaction conditions and affords 6-alkyl phenanthridines in good yields. To elucidate the reaction mechanism, Stern-Volmer quenching stud...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-04, Vol.2 (15), p.3136-3144
Hauptverfasser: Tripathy, Alisha Rani, A, Rizwana Rahmathulla, Kumar, Amit, Yatham, Veera Reddy
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Sprache:eng
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Zusammenfassung:We herein report the first photocatalyzed radical cascade cyclization of 2-isocyanobiaryls with unactivated alkyl iodides. This simple protocol operates under mild reaction conditions and affords 6-alkyl phenanthridines in good yields. To elucidate the reaction mechanism, Stern-Volmer quenching studies were carried out and these studies revealed that the photocatalyst is not directly involved in a single electron transfer process with the alkyl iodide. Photocatalyzed radical cascade cyclization of 2-isocyanobiaryls with unactivated alkyl iodides was developed. This protocol operates under mild conditions and tolerates a variety of functional groups affording 6-alkyl phenanthridines in good yields.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob00314g