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A metal-free visible-light-promoted phosphorylation/cyclization reaction in water towards 3-phosphorylated benzothiophenes

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Abstract

A metal-free visible-light-induced 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN)-catalyzed phosphorylation/cyclization reaction was developed in water at room temperature for the synthesis of 3-phosphorylated benzothiophenes. Notably, the conventional organic solvents were avoided. More importantly, this silver-free system circumvents the generation of by-product benzo[b]phosphole oxides. With this strategy, a series of 3-phosphorylated benzothiophenes bearing various functional groups were synthesized in good to excellent yields.

Graphical abstract: A metal-free visible-light-promoted phosphorylation/cyclization reaction in water towards 3-phosphorylated benzothiophenes

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Article information


Submitted
16 Feb 2020
Accepted
12 Jun 2020
First published
17 Jun 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

A metal-free visible-light-promoted phosphorylation/cyclization reaction in water towards 3-phosphorylated benzothiophenes

X. Yuan, F. Zeng, H. Zhu, Y. Liu, Q. Lv, X. Chen, L. Peng and B. Yu, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00222D

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