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Synfacts 2018; 14(08): 0871
DOI: 10.1055/s-0037-1610473
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Photodehydrogenation of N-Heterocycles with Hexagonal Boron Carbon Nitride

Contributor(s):
Yasuhiro Uozumi
,
Takao Osako
Zheng M. Shi J. Yuan T. Wang X. * Fuzhou University, P. R. of China
Metal-Free Dehydrogenation of N-Heterocycles by Ternary h-BCN Nanosheets with Visible Light.

Angew. Chem. Int. Ed. 2018;
57: 5487-5491
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Further Information

Publication History

Publication Date:
18 July 2018 (online)

 
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Key words

hexagonal boron carbon nitride - dehydrogenation - N-heterocycles - visible light

Significance

Hexagonal boron carbon nitride (h-BCN) catalyzed the acceptorless dehydrogenation of hydroquinolines, hydroisoquinolines, and indolines in water at room temperature under visible-light irradiation to give the corresponding aromatic N-heterocycles in 41–95% yield (14 examples).


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Comment

The authors previously reported the preparation of h-BCN and its application to the oxidative dehydrogenation of ethylbenzene (Angew. Chem. Int. Ed. 2017, 56, 8231). Under dark conditions, the dehydrogenation with h-BCN did not proceed. In the dehydrogenation of 1,2,3,4-tetrahydroquinoline, the catalyst was recovered by simple filtration and reused four times with slight loss of its catalytic activity.


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