Tandem Allylic Amination/oxa-Michael Addition of Vinyl Methylene Cyclic Carbonates via Palladium-Organo Relay Catalysis

Zhenkun Yang, Yu Bao, Jiaxin Huang, Zhengyu Han, Jianwei Sun and Hai Huang*

*Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China, Email: huanghaicczu.edu.cn

Z. Yang, Y. Bao, J. Huang, Z. Han, J. Sun, H. Huang, Org. Lett., 2023, 25, 5624-5629.

DOI: 10.1021/acs.orglett.3c02014

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Abstract

Pd catalyzes a tandem allylic amination/oxa-Michael addition of vinyl methylene cyclic carbonates (VMCCs) to bisnucleophiles to provide a series of heterocycles. Among them, chiral 3,4-dihydro-2H-benzo[b][1,4]oxazines could be produced in good yield and with good enantioselectivity under a palladium-organo relay catalysis.

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Key Words

3,4-Dihydro-2H-1,4-benzoxazines

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ID: J54-Y2023