Visible-light-induced tandem radical addition-cyclization of 2-aryl phenyl isocyanides catalysed by recyclable covalent organic frameworks

A visible-light-induced tandem radical addition-cyclization sequence via 2-aryl phenyl isocyanides as the starting material and two-dimensional covalent organic frameworks (2D-COFs) as the photocatalyst was developed, delivering multifarious 6-substituted phenanthridines in high yields. Benefitting...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2019, Vol.21 (11), p.295-291
Main Authors: Liu, Shuyang, Pan, Wenna, Wu, Songxiao, Bu, Xiubin, Xin, Shigang, Yu, Jipan, Xu, Hao, Yang, Xiaobo
Format: Article
Language:English
Subjects:
Aromatic compounds
Catalysis
Catalytic activity
Continuous flow
Green chemistry
Light effects
Nucleotide sequence
Photocatalysts
Recyclability
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Summary:A visible-light-induced tandem radical addition-cyclization sequence via 2-aryl phenyl isocyanides as the starting material and two-dimensional covalent organic frameworks (2D-COFs) as the photocatalyst was developed, delivering multifarious 6-substituted phenanthridines in high yields. Benefitting from the utilization of a heterogeneous photocatalyst, this protocol features easy catalyst separation and excellent recyclability. A negligible loss of the catalytic activity was observed after multiple runs. High practicability of this protocol was further demonstrated by continuous flow experiments. A heterogeneous visible-light-induced tandem radical addition-cyclization of isocyanides by photoactive covalent organic frameworks was developed, delivering diverse phenanthridines with high reaction efficiency and easy catalyst recyclability.
ISSN:1463-9262
1463-9270
DOI:10.1039/c9gc00022d