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• W4384407466 abstract "Abstract The work reports an unusual reaction of o ‐isocyanobiaryls and AgSCF 3 , which led to the unexpected formation of 6‐(trifluoromethyl)phenanthridines and o ‐biaryl isothiocyanates as products, instead of the expected 6‐((trifluoromethyl)thio)phenanthridines. Density functional theory (DFT) calculations on the relative free energy of β‐fragmentation and 6‐ endo ‐trig radical cyclization pathways of the key thioimidoyl radical intermediate suggested that β‐fragmentation of the S−CF 3 bond is preferable, releasing CF 3 radical and o ‐biaryl isothiocyanate. The CF 3 ‐imidoyl intermediate arising from the addition of CF 3 radical to o ‐isocyanobiaryl then underwent 6‐ endo ‐trig radical cyclization to provide 6‐(trifluoromethyl)phenanthridines. This work demonstrates the alternate application of AgSCF 3 in generating trifluoromethylated and isothiocyanate products." @default.
• W4384407466 created "2023-07-16" @default.
• W4384407466 creator A5013182494 @default.
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• W4384407466 date "2023-08-01" @default.
• W4384407466 modified "2023-09-30" @default.
• W4384407466 title "Unprecedented Reactivity of AgSCF₃ with <i>o</i>‐Isocyanobiaryls: Synthetic and Mechanistic Insight" @default.
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• W4384407466 doi "https://doi.org/10.1002/ajoc.202300271" @default.

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