Repository logo
 

Azide trapping of metallocarbenes: generation of reactive C-acylimines and domino trapping with nucleophiles

Faculty Advisor

Date

2014

Keywords

azide-tethered diazocarbonyl, C-acylimines, nitrogen heterocycles, tertiary amine, carbonyl ylides, Schmidt rearrangement, aziridination of electron-deficient alkenes, dinitrogen, betaine, nucleophile

Abstract (summary)

Azide-tethered diazocarbonyl compounds undergo copper-catalyzed conversion to transient C-acylimines. These reactive intermediates can be trapped with a variety of carbon nucleophiles, giving rise to complex 3-indolinone frameworks, including those with adjacent tetra-substituted carbon centers, in a single transformation.

Publication Information

Bott, T. M., Atienza, B. J., West, F. G. Azide. (2014). Azide trapping of metallocarbenes: generation of reactive C-acylimines and domino trapping with nucleophiles.RSC Advances, 4(60), 31955-31959. https://doi.org/10.1039/C4RA06044J

Notes

Item Type

Article

Language

English

Rights

All Rights Reserved