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

被引:105
|
作者
Fan, Xinyuan [1 ]
Gong, Xu [1 ]
Ma, Mengyue [1 ]
Wang, Rui [1 ]
Walsh, Patrick J. [1 ,2 ]
机构
[1] Nanjing Tech Univ, Inst Adv Synth, Sch Chem & Mol Engn, Jiangsu Natl Synerget Innovat Ctr Adv Mat, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
[2] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, 231 South 34th St, Philadelphia, PA 19104 USA
来源
NATURE COMMUNICATIONS | 2018年 / 9卷
基金
中国国家自然科学基金;
关键词
C-H BONDS; CARBON-DIOXIDE; DRIVEN CARBOXYLATION; SILICON NANOWIRES; PHOTOREDOX; HYDROCARBOXYLATION; STYRENES; TRANSFORMATION; DERIVATIVES; ALKENES;
D O I
10.1038/s41467-018-07351-2
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
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 alpha-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 alpha, alpha-disubstituted alpha-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.
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页数:8
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