Unprecedented synthesis of a novel amino quinone ring system via oxidative decarboxylation of quinone-based α,α-amino esters

Pietro Campiglia; Claudio Aquino; Alessia Bertamino; Nicoletta De Simone; Marina Sala; Sabrina Castellano; Marisabella Santoriello; Paolo Grieco; Ettore Novellino; Isabel M. Gomez-Monterrey

doi:10.1039/B918898C

Unprecedented synthesis of a novel amino quinone ring system via oxidative decarboxylation of quinone-based α,α-amino esters†

Pietro Campiglia,^a Claudio Aquino,^b Alessia Bertamino,^b Nicoletta De Simone,^b Marina Sala,^b Sabrina Castellano,^a Marisabella Santoriello,^a Paolo Grieco,^b Ettore Novellino^b and Isabel M. Gomez-Monterrey*^b

Author affiliations

* Corresponding authors

^a Department of Pharmaceutical Science, University of Salerno, Fisciano, Salerno, Italy

^b Department of Pharmaceutical and Toxicological Chemistry, University of Naples “Federico II”, Naples, Italy
E-mail: imgomez@unina.it
Fax: +39 081678630
Tel: +39 081678637

Abstract

An unusual and efficient method for the synthesis of new quinone-based amine and its derivatives from the corresponding α,α-amino ester is described. The procedure involves the quinone-based system's oxidative decarboxylation via hydride transfer throughout basic hydrolysis. This synthetic method provides, with good yields, rapid access to new potentially cytotoxic quinones.

Organic & Biomolecular Chemistry

Unprecedented synthesis of a novel amino quinone ring system via oxidative decarboxylation of quinone-based α,α-amino esters†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Unprecedented synthesis of a novel amino quinone ring system via oxidative decarboxylation of quinone-based α,α-amino esters

Social activity

Search articles by author

Spotlight

Advertisements