Ortho-Ester-Substituted Diaryliodonium Salts Enabled Regioselective Cyclization of Naphthols toward 3,4-Benzocoumarins

Submitting author affiliation:
East China University of Science and Technology, Shanghai, China

Beilstein Arch. 2023, 202354. https://doi.org/10.3762/bxiv.2023.54.v1

Published 28 Nov 2023

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Abstract

Cyclic annulation involving diaryliodonium salts is an efficient tool for the construction of two or more chemical bonds in a one-pot process. Ortho-functionalized diaryliodonium salts have showcased distinct reactivity in the exploration of benzocyclization or arylocyclization. With this strategy of ortho-ester substituted diaryliodonium salts, herein, we utilized a copper catalyst to activate the C-I bonds of diaryliodonium salts in the generation of aryl radicals, thus resulting in an annulation reaction with naphthols and substituted phenols. This approach yielded a diverse array of 3,4-benzocoumarin derivatives bearing various substituents.

Keywords: Diaryliodonium salts; Annulation; Arylocyclization; Naphthol; 3,4-Benzocoumarin

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When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Jiang, K.; Pan, C.; Wang, L.; Wang, H.-Y.; Han, J. Beilstein Arch. 2023, 202354. doi:10.3762/bxiv.2023.54.v1

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