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Issue 21, 2020
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Light-induced [2 + 2] cycloadditions for the construction of cyclobutane-fused pyridinyl sulfonyl fluorides

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Abstract

Cyclobutanes are an important class of motifs present in a wide range of natural products and other biologically significant molecules. A photocatalytic [2 + 2] cycloaddition between pyridones or isoquinolones and ethenesulfonyl fluoride was achieved, providing a portal to a class of unique cyclobutane-fused pyridinyl sulfonyl fluorides with quaternary rigid rings (30 examples). Further applications of these novel sulfonyl fluoride molecules in SuFEx click chemistry were also accomplished, providing the corresponding sulfonates and sulphonamides with reasonable yields.

Graphical abstract: Light-induced [2 + 2] cycloadditions for the construction of cyclobutane-fused pyridinyl sulfonyl fluorides

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Supplementary files

Article information


Submitted
20 Apr 2020
Accepted
12 May 2020
First published
12 May 2020

Org. Biomol. Chem., 2020,18, 4019-4023
Article type
Communication

Light-induced [2 + 2] cycloadditions for the construction of cyclobutane-fused pyridinyl sulfonyl fluorides

J. Liu, S. Wang and H. Qin, Org. Biomol. Chem., 2020, 18, 4019
DOI: 10.1039/D0OB00814A

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