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Updated: Oct 2, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Transition metal-free ether coupling and hydroamidation enabling the efficient synthesis of congested heterocycles
Goki Hirata1, Yusuke Shimoharai1, Taisei Shimada1
1Graduate School of Science and Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube, Yamaguchi, 755-8611, Japan.
Abstract:
In this study, we discovered that α-bromocarboxamides react with alkynols containing tertiary alcohol moieties to produce congested ethers or heterocycles. Here, the etherification and hydroamidation reactions can be controlled by a suitable base. Both C-O and C-N bond formations occurred without a transition-metal catalyst. The stereospecific etherification and cyclization of diastereo-enriched α-bromocarboxamide afforded the corresponding diastereo-enriched ether and heterocyclic compound.
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