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Gold(I)-Catalyzed Intramolecular Hydroarylation of Phenol-Derived Propiolates and Certain Related Ethers as a Route to Selectively Functionalized Coumarins and 2 H-Chromenes

Cervi, Aymeric; VO, Yen Thi-Hoang; Chai, Christina L. L.; Banwell, Martin; Lan, Ping; Willis, Anthony


Methods are reported for the efficient assembly of a series of phenol-derived propiolates, including the parent system 56, and their Au(I)-catalyzed cyclization (intramolecular hydroarylation) to give the corresponding coumarins (e.g., 1). Simple syntheses of natural products such as ayapin (144) and scoparone (145) have been realized by such means, and the first of these subject to single-crystal X-ray analysis. A related process is described for the conversion of propargyl ethers such as 156...[Show more]

CollectionsANU Research Publications
Date published: 2021
Type: Journal article
Source: Journal of Organic Chemistry
DOI: 10.1021/acs.joc.0c02011


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