Design of Photosensitive Cobalt Complex Intermediates and Their Application in the Green Syntheses of Molecules Containing the Quinazolin-4(3H)‑imine Scaffold

Cobalt/photoredox cooperative catalysis is a well-explored technology for visible-light photoredox catalysis. Recently, the photosensitivity of Co­(II) complexes in homogeneous catalysis has aroused the interest of scientists. In this study, photosensitive Co­(II) complex intermediates were designed...

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Veröffentlicht in:Journal of organic chemistry 2022-07, Vol.87 (13), p.8303-8315
Hauptverfasser: Zhang, Xianwei, Wang, Tianzhao, Cui, Shisheng, Li, Lei, Zheng, Zhibing, Mi, Chunlai, Lin, Bin, Ren, Xuhong, He, Xinhua
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Sprache:eng
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Zusammenfassung:Cobalt/photoredox cooperative catalysis is a well-explored technology for visible-light photoredox catalysis. Recently, the photosensitivity of Co­(II) complexes in homogeneous catalysis has aroused the interest of scientists. In this study, photosensitive Co­(II) complex intermediates were designed to develop new synthetic methods. These intermediates, consisting of Co­(II) and two substrate molecules, bind to O2 and absorb visible light over a wide spectral range, triggering in situ oxidative decarboxylation to produce molecules containing the quinazolin-4­(3H)-imine scaffold. These reactions employed glyoxylic acid and ketoacids as new building blocks, and good to excellent yields of the corresponding products were obtained under mild reaction conditions using green and inexpensive reagents and solvents. These results are of importance since the design of Co-based photosensitive intermediates will aid in establishing novel methods for harnessing visible light and hence lead to innovation in organic syntheses.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c02987