Literature DB >> 27679874

Mechanochemical Preparation of 3,5-Disubstituted Hydantoins from Dipeptides and Unsymmetrical Ureas of Amino Acid Derivatives.

Laure Konnert1, Lori Gonnet1, Ivan Halasz2, Jean-Simon Suppo3, Renata Marcia de Figueiredo3, Jean-Marc Campagne3, Fredéric Lamaty1, Jean Martinez1, Evelina Colacino1.   

Abstract

5-Substituted-3-(alkoxycarbonyl)alkyl-hydantoin derivatives were prepared by mechanochemistry from amino esters or dipeptides, via a 1,1'-carbonyldiimidazole-mediated one-pot/two-step cyclization reaction involving amino acid unsymmetrical urea A and carboxy-imidazolyl-dipeptide ester B intermediates. Comparative experiments in solution were also performed. The successful preparation of an antibacterial agent precursor was also investigated.

Entities:  

Year:  2016        PMID: 27679874     DOI: 10.1021/acs.joc.6b01832

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Poly(ethylene glycol)s as grinding additives in the mechanochemical preparation of highly functionalized 3,5-disubstituted hydantoins.

Authors:  Andrea Mascitti; Massimiliano Lupacchini; Ruben Guerra; Ilya Taydakov; Lucia Tonucci; Nicola d'Alessandro; Frederic Lamaty; Jean Martinez; Evelina Colacino
Journal:  Beilstein J Org Chem       Date:  2017-01-04       Impact factor: 2.883

2.  A trustworthy mechanochemical route to isocyanides.

Authors:  Francesco Basoccu; Federico Cuccu; Federico Casti; Rita Mocci; Claudia Fattuoni; Andrea Porcheddu
Journal:  Beilstein J Org Chem       Date:  2022-06-22       Impact factor: 2.544

  2 in total

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