Palladium-Catalyzed [4+2] Annulation of Aryl and Alkenyl Carboxamides with 1,3-Dienes via C-H Functionalization: Synthesis of 3,4-Dihydroisoquinolones and 5,6-Dihydropyridinones

Manman Sun, Jinshan Li, Weida Chen, Haijian Wu, Jianguo Yang, Zhiming Wang*

*Advanced Research Institute and Department of Chemistry, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. China, Email: zhimingtzc.edu.cn

M. Sun, J. Li, W. Chen, H. Wu, J. Yang, Z. Wang, Synthesis, 2020, 52, 1253-1265.

DOI: 10.1055/s-0039-1690219

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Abstract

A palladium-catalyzed [4+2] annulation of aryl and alkenyl carboxamides with 1,3-dienes provides 3,4-dihydroisoquinolones and 5,6-dihydropyridinones in very good yields in the presence of air as the terminal oxidant. The method demonstrates good functional group tolerance.

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Palladium-Catalyzed Tandem Dehydrogenative [4 + 2] Annulation of Terminal Olefins with N-Sulfonyl Amides via C-H Activations

M. Sun, W. Chen, X. Xia, G. Shen, Y. Ma, J. Yang, H. Ding, Z. Wang, Org. Lett., 2020, 22, 3229-3233.

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Key Words

palladium, [4+2] annulation, oxygen, carboxamides, dienes, C-H functionalization, 3,4-dihydroisoquinolones, 5,6-dihydropyridinones

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ID: J66-Y2020