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Chemoselective Primary Amination of Aryl Boronic Acids by P^III/P^V═O-Catalysis: Synthetic Capture of the Transient Nef Intermediate HNO.

ABSTRACT: A catalytic approach to intercept the transient HNO for a chemoselective primary amination of arylboronic acids is reported. A phosphetane-based catalyst operating within P^III/P^V═O redox cycling is shown to capture HNO, generated in situ by Nef decomposition of 2-nitropropane, to selectively install the primary amino group at aryl C_sp2 centers. The method furnishes versatile primary arylamines from arylboronic acid substrates with the preservation of otherwise reactive functional groups.

SUBMITTER: Hong SY

PROVIDER: S-EPMC9133210 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

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Chemoselective Primary Amination of Aryl Boronic Acids by P^III/P^V═O-Catalysis: Synthetic Capture of the Transient Nef Intermediate HNO.

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Dataset Information

Chemoselective Primary Amination of Aryl Boronic Acids by PIII/PV═O-Catalysis: Synthetic Capture of the Transient Nef Intermediate HNO.

OmicsDI is part of the ELIXIR infrastructure

Tweets

Chemoselective Primary Amination of Aryl Boronic Acids by P^III/P^V═O-Catalysis: Synthetic Capture of the Transient Nef Intermediate HNO.