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

Author
Bott, Tina
Atienza, Bren Jordan
West, F. G.
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