Nickel-Catalyzed C-N Cross-Coupling of 4-Chloro-1,8-naphthalimides and Bulky, Primary Alkylamines at Room Temperature
Details
Publication Year 2022,Volume 87,Issue #9,Page 6492-6498
Journal Title
Journal of Organic Chemistry
Abstract
4-Amino-1,8-naphthalimides, potentially useful fluorescent probes in biological applications, are prepared via Ni(cod)(2)/IPr-catalyzed cross-couplings between 4-chloro-1,8-naphthalimide electrophiles and α,α,α-trisubstituted, primary alkylamines at room temperature. This method represents the first synthesis of 4-amino-1,8-naphthalimides using Ni-catalyzed C-N cross-coupling and provides the first examples of 4-amino-1,8-naphthalimides incorporating such bulky primary alkylamines, thereby highlighting the utility of Ni-catalyzed processes in synthesizing naphthalimide scaffolds that were inaccessible using established methods (S(N)Ar; Pd or Cu catalysis).
Publisher
ACS
Keywords
Catalysis; *Naphthalimides; *Nickel; Temperature
WEHI Research Division(s)
Chemical Biology
PubMed ID
35442025
Terms of Use/Rights Notice
Refer to copyright notice on published article.


Creation Date: 2022-05-11 10:40:15
Last Modified: 2022-05-11 11:20:22
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