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A Successful Replacement of Phenols with Isocyanides in the Bargellini Reaction: Synthesis of 3-Carboxamido-Isobutyric Acids

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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 be 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 yields of 47-95%.

Original languageEnglish
Pages (from-to)11467-11471
Number of pages5
JournalJournal of Organic Chemistry
Volume81
Issue number22
DOIs
Publication statusPublished - 18 Nov 2016

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