In Situ Generation of N‑Triflylimino‑λ3‑iodanes: Application to Imidation of Phosphines and Catalytic α‑Amidation of 1,3-Dicarbonyl Compounds

In Situ Generation of N‑Triflylimino‑λ3‑iodanes: Application to Imidation of Phosphines and Catalytic α‑Amidation of 1,3-Dicarbonyl Compounds

We describe the imidation of phosphines and α-amidation of 1,3-dicarbonyl compounds using N-triflylimino-λ3-iodane, which is generated in situ from iodosylarene and triflylamide without any other additives. Furthermore, the imino-λ3-iodane catalytically generated from an iodoarene precatalyst with o...

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Veröffentlicht in:Organic letters 2022-07, Vol.24 (28), p.5230-5234
Hauptverfasser: Sunagawa, Shun, Morisaki, Fumiya, Baba, Takafumi, Tsubouchi, Akira, Yoshimura, Akira, Miyamoto, Kazunori, Uchiyama, Masanobu, Saito, Akio
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container_end_page 5234
container_issue 28
container_start_page 5230
container_title Organic letters
container_volume 24
creator Sunagawa, Shun
Morisaki, Fumiya
Baba, Takafumi
Tsubouchi, Akira
Yoshimura, Akira
Miyamoto, Kazunori
Uchiyama, Masanobu
Saito, Akio
description We describe the imidation of phosphines and α-amidation of 1,3-dicarbonyl compounds using N-triflylimino-λ3-iodane, which is generated in situ from iodosylarene and triflylamide without any other additives. Furthermore, the imino-λ3-iodane catalytically generated from an iodoarene precatalyst with oxone and triflylamide promotes α-amidation of 1,3-dicarbonyl compounds, representing the first method catalyzed by imino-λ3-iodane.
doi_str_mv 10.1021/acs.orglett.2c02264
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title In Situ Generation of N‑Triflylimino‑λ3‑iodanes: Application to Imidation of Phosphines and Catalytic α‑Amidation of 1,3-Dicarbonyl Compounds
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