Palladium-Catalyzed Chemoselective Synthesis of 2-Aminocinnamyl Esters via Sequential Amination and Olefination of Aryl Iodides
- 28 September 2020
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 85 (20), 13280-13289
- https://doi.org/10.1021/acs.joc.0c01695
Abstract
We report a highly chemoselective palladium-catalyzed Catellani-type amination of aryl iodides terminated by the Heck reaction using allylic esters as terminating reagents. 2-Aminocinnamyl esters were formed exclusively via β-H elimination rather than β-OAc elimination without the assistance of a silver salt. This protocol represents a useful extension of Catellani-type transformations.Keywords
Funding Information
- National Natural Science Foundation of China (21672075, 22071068)
- Instrumental Analysis Center, Huaqiao University
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