Issue 22, 2023

Iodine(iii)-catalyzed dehydrogenative cycloisomerization–arylation sequence of 2-propargyl 1,3-dicarbonyl compounds

Abstract

Tandem cycloisomerization-coupling reaction of a nucleophile-tethered alkyne with a coupling partner provides an efficient method that allows the construction of a cyclic skeleton concomitant with the introduction of a functional group, and its dehydrogenative version is a greener approach that does not require a prefunctionalization step of the coupling partner. Herein, we report the dehydrogenative cycloisomerization–arylation sequence of 2-propargyl 1,3-dicarbonyl compounds with unfunctionalized arenes, representing the first report of the dehydrogenative cycloisomerization–functionalization reaction of alkynyl ketones.

Graphical abstract: Iodine(iii)-catalyzed dehydrogenative cycloisomerization–arylation sequence of 2-propargyl 1,3-dicarbonyl compounds

Supplementary files

Article information

Article type
Research Article
Submitted
21 Aug 2023
Accepted
05 Oct 2023
First published
07 Oct 2023

Org. Chem. Front., 2023,10, 5710-5716

Author version available

Iodine(III)-catalyzed dehydrogenative cycloisomerization–arylation sequence of 2-propargyl 1,3-dicarbonyl compounds

Y. Umakoshi, K. Wakisaka, A. Tsubouchi, A. Yoshimura and A. Saito, Org. Chem. Front., 2023, 10, 5710 DOI: 10.1039/D3QO01350B

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