β-Enamino esters or amides can be synthesized in a single step by a carbonylative coupling of α-chloroimines with alcohols or amines under Pd-catalysis. The methodology has been also applied to the preparation of heteroaryl acetic acid derivatives starting from chloromethyl heteroaromatic rings containing a C-N double bond. The in situ generation of a β-imino acylpalladium species has been proposed as a key step for the process.

Synthesis of β-enamino acid and heteroaryl acetic acid derivatives by Pd-catalyzed carbonylation of α-chloroimines and 2-chloromethyl aza-heterocycles / Perrone, Serena; Capua, Martina; Cannazza, Giuseppe; Salomone, Antonio; Troisi, Luigino. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 57:13(2016), pp. 1421-1424. [10.1016/j.tetlet.2016.02.035]

Synthesis of β-enamino acid and heteroaryl acetic acid derivatives by Pd-catalyzed carbonylation of α-chloroimines and 2-chloromethyl aza-heterocycles

CANNAZZA, Giuseppe;
2016

Abstract

β-Enamino esters or amides can be synthesized in a single step by a carbonylative coupling of α-chloroimines with alcohols or amines under Pd-catalysis. The methodology has been also applied to the preparation of heteroaryl acetic acid derivatives starting from chloromethyl heteroaromatic rings containing a C-N double bond. The in situ generation of a β-imino acylpalladium species has been proposed as a key step for the process.
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Synthesis of β-enamino acid and heteroaryl acetic acid derivatives by Pd-catalyzed carbonylation of α-chloroimines and 2-chloromethyl aza-heterocycles / Perrone, Serena; Capua, Martina; Cannazza, Giuseppe; Salomone, Antonio; Troisi, Luigino. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 57:13(2016), pp. 1421-1424. [10.1016/j.tetlet.2016.02.035]
Perrone, Serena; Capua, Martina; Cannazza, Giuseppe; Salomone, Antonio; Troisi, Luigino
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11380/1116354
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