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Base-Mediated Site-Selective Hydroamination of Alkenes

Ping Li, Boon Chong Lee, Xiaoxiang Zhang, Ming Joo Koh*

*Department of Chemistry, National University of Singapore, 4 Science Drive 2, 117544, Singapore, Email: chmkmjnus.edu.sg

P. Li, B. C. Lee, X. Zhang, M. J. Koh, Synthesis, 2022, 54, 1566-1576.

DOI: 10.1055/a-1681-4720


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Abstract

A base-mediated hydroamination protocol with substoichiometric amounts of a hydrosilane and potassium tert-butoxide operates under mild conditions. Many aryl- and heteroatom-substituted olefins as well as arylamines are tolerated, affording the desired products with complete regioselectivity.

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Key Words

hydroamination, amines, arylamines, remote alkene functionalization, base-mediated, regioselectivity, transition-metal-free


ID: J66-Y2022