Palladium-Catalyzed Heteroannulation of Salicylamides with Propargyl Carbonates: Synthesis of 1,4-Benzoxazepin-5-ones

Herein, we report a palladium-catalyzed method to synthesize 1,4-benzoxazepin-5-ones using salicylamides and propargyl carbonates. The heteroannulation provides a wide range of products in good to excellent yields with broad functional group tolerance. In addition, H2O is used as a low-cost, abundan...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-07, Vol.89 (14), p.10037-10046
Main Authors: Abe, Masahiro, Kawamoto, Megumu, Mizukami, Akiho, Kimachi, Tetsutaro, Inamoto, Kiyofumi
Format: Article
Language:English
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Summary:Herein, we report a palladium-catalyzed method to synthesize 1,4-benzoxazepin-5-ones using salicylamides and propargyl carbonates. The heteroannulation provides a wide range of products in good to excellent yields with broad functional group tolerance. In addition, H2O is used as a low-cost, abundant, and safe solvent, which is important in terms of sustainability.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c00898