Literature DB >> 16526805

On formation of thiohydantoins from amino acids under acylation conditions.

Samuel Reyes1, Kevin Burgess.   

Abstract

Reactions of glycine, alanine, and phenylalanine with acetic anhydride and ammonium thiocyanate give the 1-acetyl-2-thiohydantoins 2a-c. These results appear to contradict prior literature reports pertaining to this reaction.

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Year:  2006        PMID： 16526805     DOI： 10.1021/jo052576i

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


  5 in total

1.  Solid-phase synthesis of a library of amphipatic hydantoins. Discovery of new hits for TRPV1 blockade.

Authors:  Guillermo Gerona-Navarro; Rosario González-Muñiz; Asia Fernández-Carvajal; José M González-Ros; Antonio Ferrer-Montiel; Cristina Carreño; Fernando Albericio; Miriam Royo
Journal:  ACS Comb Sci       Date:  2011-07-08       Impact factor: 3.784

2.  Highly efficient microwave synthesis of rhodanine and 2-thiohydantoin derivatives and determination of relationships between their chemical structures and antibacterial activity.

Authors:  Waldemar Tejchman; Bartosz Orwat; Izabela Korona-Głowniak; Anna Barbasz; Ireneusz Kownacki; Gniewomir Latacz; Jadwiga Handzlik; Ewa Żesławska; Anna Malm
Journal:  RSC Adv       Date:  2019-11-29       Impact factor: 4.036

3.  Preliminary Studies of Antimicrobial Activity of New Synthesized Hybrids of 2-Thiohydantoin and 2-Quinolone Derivatives Activated with Blue Light.

Authors:  Agnieszka Kania; Waldemar Tejchman; Anna M Pawlak; Krystian Mokrzyński; Bartosz Różanowski; Bogdan M Musielak; Magdalena Greczek-Stachura
Journal:  Molecules       Date:  2022-02-05       Impact factor: 4.411

4.  Chiral Brønsted acid-catalyzed enantioselective Friedel-Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situ.

Authors:  Azusa Kondoh; Yusuke Ota; Takazumi Komuro; Fuyuki Egawa; Kyohei Kanomata; Masahiro Terada
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

5.  Convenient Synthesis of Thiohydantoins, Imidazole-2-thiones and Imidazo[2,1-b]thiazol-4-iums from Polymer-Supported α-Acylamino Ketones.

Authors:  Petra Králová; Michal Maloň; Hiroyuki Koshino; Miroslav Soural
Journal:  Molecules       Date:  2018-04-23       Impact factor: 4.411
  5 in total

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