Old multicomponent reactions are still a source of inspiration for discovering novel combinations of three or more reactants. A simple idea is to replace one of the educts of a known multicomponent reaction with another functional group and still able to mimic the same reactivity. Following this line of thought, we report a three-component reaction, in which isocyanides are able to open the epoxide-intermediate of the Bargellini reaction affording 3-carboxamido-isobutyric acids in yield of 47 to 95 %.
A Successful Replacement of Phenols with Isocyanides in the Bargellini Reaction: Synthesis of 3-Carboxamido-Isobutyric acids / Giustiniano, Mariateresa; Pelliccia, Sveva; Galli, Ubaldina; Amato, Jussara; Travagin, Fabio; Novellino, Ettore; Tron, Gian Cesare. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 81:22(2016), pp. 11467-11471. [10.1021/acs.joc.6b02130]
A Successful Replacement of Phenols with Isocyanides in the Bargellini Reaction: Synthesis of 3-Carboxamido-Isobutyric acids
GIUSTINIANO, MARIATERESA;Pelliccia, Sveva;AMATO, JUSSARA;NOVELLINO, ETTORE;
2016
Abstract
Old multicomponent reactions are still a source of inspiration for discovering novel combinations of three or more reactants. A simple idea is to replace one of the educts of a known multicomponent reaction with another functional group and still able to mimic the same reactivity. Following this line of thought, we report a three-component reaction, in which isocyanides are able to open the epoxide-intermediate of the Bargellini reaction affording 3-carboxamido-isobutyric acids in yield of 47 to 95 %.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
