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Issue 10, 2020
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Photocatalytic site-selective C–H difluoroalkylation of aromatic aldehydes

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Abstract

The direct photocatalyzed para-selective CAr–H difluoroalkylation of aromatic aldehyde derivatives has been accomplished using a newly explored catalytic system. In addition, when using para-substituted benzaldehydes as substrates, ortho-selective CAr–H difluoroalkylation was also accomplished. It is worth noting that all the above site-selectivity is opposite to traditional Friedel–Crafts reactions of aromatic aldehydes. The preliminary mechanistic investigations indicate that an electrophilic difluoroalkyl radical is involved in the catalytic cycle.

Graphical abstract: Photocatalytic site-selective C–H difluoroalkylation of aromatic aldehydes

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Supplementary files

Article information


Submitted
11 Dec 2019
Accepted
23 Dec 2019
First published
24 Dec 2019

Chem. Commun., 2020,56, 1497-1500
Article type
Communication

Photocatalytic site-selective C–H difluoroalkylation of aromatic aldehydes

W. Tang, F. Tang, J. Xu, Q. Zhang, J. Dai, Y. Feng and H. Xu, Chem. Commun., 2020, 56, 1497
DOI: 10.1039/C9CC09586A

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