Herein we report the catalytic activity of ruthenium porphyrin complexes to promote the amination of benzylic C-H bonds by aryl azides, yielding α- and β-amino esters. The catalytic methodology is also effective to synthesize two derivatives of methyl l-3-phenyllactate in order to convert one of them into the corresponding β-lactam. The catalytic experimental conditions have been optimized on the basis of a preliminary mechanistic investigation which underlines the pivotal role of the substrate concentration to maximize the reaction productivity. © 2014 American Chemical Society.
Synthesis of biologically relevant compounds by ruthenium porphyrin catalyzed amination of benzylic C-H bonds / Zardi, P.; Caselli, A.; Macchi, P.; Ferretti, F.; Gallo, E.. - In: ORGANOMETALLICS. - ISSN 0276-7333. - 33:9(2014), pp. 2210-2218. [10.1021/om500064d]
Synthesis of biologically relevant compounds by ruthenium porphyrin catalyzed amination of benzylic C-H bonds
Zardi P.;
2014
Abstract
Herein we report the catalytic activity of ruthenium porphyrin complexes to promote the amination of benzylic C-H bonds by aryl azides, yielding α- and β-amino esters. The catalytic methodology is also effective to synthesize two derivatives of methyl l-3-phenyllactate in order to convert one of them into the corresponding β-lactam. The catalytic experimental conditions have been optimized on the basis of a preliminary mechanistic investigation which underlines the pivotal role of the substrate concentration to maximize the reaction productivity. © 2014 American Chemical Society.
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