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Synthesis, Isolation, and Characterization of Mono- and Bis-norbornene-Annulated Biarylamines through Pseudo-Catellani Intermediates
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Synthesis, Isolation, and Characterization of Mono- and Bis-norbornene-Annulated Biarylamines through Pseudo-Catellani Intermediates

Pratheepkumar Annamalai, Huan-Chang Hsiao, Selvam Raju, Yi-Hsuan Fu, Pei-Ling Chen, Jia-Cherng Horng, Yi-Hung LiuShih-Ching Chuang
Organic Letters
2019
PMID: 30714383

摘要

Biochemistry Physical and Theoretical Chemistry Organic Chemistry
A palladium-catalyzed C-H functionalization of an external ring of N-acyl 2-aminobiaryl with bicyclo[2.2.1]hept-2-ene (norbornene) via multiple C-H bond activations was developed. This study is the first report of the formation of bis-norbornene annulated biarylamines isomers (syn-3a′/anti-3a′ = 36:64) from multiple C-H bond functionalizations. Additionally, nondirected C-H bond functionalization at the C-4′ position with alkenes rendered complete C-H functionalization of five C-H bonds that formed a stable hexasubstituted benzene ring.

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