1151967-63-3Relevant academic research and scientific papers
Investigation of transition metal-catalyzed nitrene transfer reactions in water
Alderson, Juliet M.,Corbin, Joshua R.,Schomaker, Jennifer M.
, p. 5270 - 5273 (2018/04/30)
Transition metal-catalyzed nitrene transfer is a powerful method for incorporating new C–N bonds into relatively unfunctionalized scaffolds. In this communication, we report the first examples of site- and chemoselective C–H bond amination reactions in aq
Tunable differentiation of tertiary C-H bonds in intramolecular transition metal-catalyzed nitrene transfer reactions
Corbin, Joshua R.,Schomaker, Jennifer M.
, p. 4346 - 4349 (2017/04/21)
Metal-catalyzed nitrene transfer reactions are an appealing and efficient strategy for accessing tetrasubstituted amines through the direct amination of tertiary C-H bonds. Traditional catalysts for these reactions rely on substrate control to achieve site-selectivity in the C-H amination event; thus, tunability is challenging when competing C-H bonds have similar steric or electronic features. One consequence of this fact is that the impact of catalyst identity on the selectivity in the competitive amination of tertiary C-H bonds has not been well-explored, despite the potential for progress towards predictable and catalyst-controlled C-N bond formation. In this communication, we report investigations into tunable and site-selective nitrene transfers between tertiary C(sp3)-H bonds using a combination of transition metal catalysts, including complexes based on Ag, Mn, Rh and Ru. Particularly striking was the ability to reverse the selectivity of nitrene transfer by a simple change in the identity of the N-donor ligand supporting the Ag(i) complex. The combination of our Ag(i) catalysts with known Rh2(ii) complexes expands the scope of successful catalyst-controlled intramolecular nitrene transfer and represents a promising springboard for the future development of intermolecular C-H N-group transfer methods.
Ligand-controlled, tunable silver-catalyzed C-H amination
Alderson, Juliet M.,Phelps, Alicia M.,Scamp, Ryan J.,Dolan, Nicholas S.,Schomaker, Jennifer M.
, p. 16720 - 16723 (2015/01/16)
The development of readily tunable and regioselective C-H functionalization reactions that operate solely through catalyst control remains a challenge in modern organic synthesis. Herein, we report that simple silver catalysts supported by common nitrogenated ligands can be used to tune a nitrene transfer reaction between two different types of C-H bonds. The results reported herein represent the first example of ligand-controlled and site-selective silver-promoted C-H amination.
A mechanistic analysis of the Rh-catalyzed intramolecular C-H amination reaction
Fiori, Kristin Williams,Espino, Christine G.,Brodsky, Benjamin H.,Du Bois
experimental part, p. 3042 - 3051 (2009/09/27)
A detailed mechanistic investigation of the intramolecular dirhodium tetracarboxylate-catalyzed sulfamate ester C-H amination reaction is presented. These studies provide support for the formation of a sulfamate-derived iminoiodinane, which reacts rapidly
