Journal
SYNLETT
Volume 34, Issue 5, Pages 457-464Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/a-1938-9550
Keywords
visible light; radical; metal-free; arylation; 2-aryl-2H-indazoles; triarylsulfonium salts
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An efficient method for the synthesis of various arylated 2-aryl-2H-indazoles using an inexpensive photocatalyst 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene has been developed. This protocol shows wide substrate scope, good functional group tolerance, and operational simplicity. Moreover, it has also been successfully applied for the late-stage modification of drug molecules, leading to the introduction of complex drugs into the 2H-indazole skeleton for the first time.
An efficient approach for the photosynthesis of various arylated 2-aryl-2H-indazoles (38 examples) in moderate to good yields (up to 87% yield) under mild conditions was developed by employing 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as an inexpensive photocatalyst. This protocol features wide substrate scope, good functional group tolerance, and operational simplicity. In addition, the strategy was successfully applied to the late-stage modification of drug molecules, and the meaningful introduction of complex drugs to the skeleton of 2H-Indazole was achieved for the first time.
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