Literature DB >> 22777653

Friedel-Crafts-type reactions with ureas and thioureas.

Erum K Raja1, Sten O Nilsson Lill, Douglas A Klumpp.   

Abstract

Despite the relatively low reactivities of urea and thiourea functional groups towards nucleophilic attack, we have found conditions in which they are useful substrates in Friedel-Crafts reactions. The Brønsted superacid, triflic acid, promotes these reactions and a mechanism is proposed involving dicationic, superelectrophilic intermediates.

Entities:  

Year:  2012        PMID: 22777653     DOI: 10.1039/c2cc34062c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Total synthesis of (+)-antofine and (-)-cryptopleurine.

Authors:  Weijiang Ying; James W Herndon
Journal:  European J Org Chem       Date:  2013-05-01

2.  Direct synthesis of arenecarboxamides through Friedel-Crafts acylation using ureas.

Authors:  Wenjiang Ying; Lalith S R Gamage; Luke R Lovro; James W Herndon; Nathan W Jenkins; James W Herndon
Journal:  Tetrahedron Lett       Date:  2014-08-13       Impact factor: 2.415

Review 3.  Superelectrophiles: Recent Advances.

Authors:  Douglas A Klumpp; Maksim V Anokhin
Journal:  Molecules       Date:  2020-07-19       Impact factor: 4.411

  3 in total

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