Ambient Moisture Accelerates Hydroamination Reactions of Vinylarenes with Alkali‐Metal Amides under Air

• Published in: Angewandte Chemie Vol. 132; no. 43; pp. 19183 - 19188
• Main Authors: Mulks, Florian F., Bole, Leonie J., Davin, Laia, Hernán‐Gómez, Alberto, Kennedy, Alan, García‐Álvarez, Joaquín, Hevia, Eva
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley Subscription Services, Inc 19.10.2020
• Subjects: Alkali metals; Amides; Catalysts; Chemistry; hydroamination; Incompatibility; Inert atmospheres; lithium; Moisture; Reagents; solvent effects; Styrenes; synthetic methods

A straightforward alkali‐metal‐mediated hydroamination of styrenes using biorenewable 2‐methyltetrahydrofuran as a solvent is reported. Refuting the conventional wisdom of the incompatibility of organolithium reagents with air and moisture, shown here is that the presence of moisture is key in favor...