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Visible light-promoted CO2 fixation with imines to synthesize diaryl ?-amino acids.

ABSTRACT: Light-mediated transformations with CO2 have recently attracted great attention, with the focus on CO2 incorporation into C-C double and triple bonds, organohalides and amines. Herein is demonstrated visible light -mediated umpolung imine reactivity capable of engaging CO2 to afford ?-amino acid derivatives. By employing benzophenone ketimine derivatives, CO2 fixation by hydrocarboxylation of C=N double bonds is achieved. Good to excellent yields of a broad range of ?,?-disubstituted ?-amino acid derivatives are obtained under mild conditions (rt, atmospheric pressure of CO2, visible light). A procedure that avoids tedious chromatographic purification and uses sustainable sunlight is developed to highlight the simplicity of this method.

SUBMITTER: Fan X

PROVIDER: S-EPMC6250672 | biostudies-other | 2018 Nov

REPOSITORIES: biostudies-other

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Visible light-promoted CO2 fixation with imines to synthesize diaryl α-amino acids.

Fan Xinyuan X Gong Xu X Ma Mengyue M Wang Rui R Walsh Patrick J PJ

Nature communications 20181122 1

Light-mediated transformations with CO2 have recently attracted great attention, with the focus on CO2 incorporation into C-C double and triple bonds, organohalides and amines. Herein is demonstrated visible light -mediated umpolung imine reactivity capable of engaging CO2 to afford α-amino acid derivatives. By employing benzophenone ketimine derivatives, CO2 fixation by hydrocarboxylation of C=N double bonds is achieved. Good to excellent yields of a ...[more]

PMID: 30467333

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