Literature DB >> 25109616

Copper-catalyzed one-pot synthesis of unsymmetrical arylurea derivatives via tandem reaction of diaryliodonium salts with N-arylcyanamide.

Pengfei Li1, Guolin Cheng, Hong Zhang, Xianxiang Xu, Jingyuan Gao, Xiuling Cui.   

Abstract

An efficient "one-pot" approach to multiple substituted ureas from N-arylcyanamide and diaryliodonium salts has been presented. The two-step procedure involved the weak base-promoted chemoselective arylation of secondary amines with diaryliodonium and Cu-catalyzed nucleophilic addition of N-arylcyanamide with second diaryliodonium. The diverse unsymmetrical arylureas were obtained in up to 91% yield for 29 examples.

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Year:  2014        PMID: 25109616     DOI: 10.1021/jo501334u

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


  4 in total

1.  A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts.

Authors:  Linlin Qin; Bao Hu; Kiel D Neumann; Ethan J Linstad; Katelyenn McCauley; Jordan Veness; Jayson J Kempinger; Stephen G DiMagno
Journal:  European J Org Chem       Date:  2015-08-14

2.  Copper-catalyzed synthesis of phenol and diaryl ether derivatives via hydroxylation of diaryliodoniums.

Authors:  Lianbao Ye; Chao Han; Peiqi Shi; Wei Gao; Wenjie Mei
Journal:  RSC Adv       Date:  2019-07-10       Impact factor: 4.036

3.  Copper-catalyzed transformation of alkyl nitriles to N-arylacetamide using diaryliodonium salts.

Authors:  Romain Sallio; Pierre-Adrien Payard; Paweł Pakulski; Iryna Diachenko; Indira Fabre; Sabine Berteina-Raboin; Cyril Colas; Ilaria Ciofini; Laurence Grimaud; Isabelle Gillaizeau
Journal:  RSC Adv       Date:  2021-04-28       Impact factor: 4.036

4.  Sterically Congested 2,6-Disubstituted Anilines from Direct C-N Bond Formation at an Iodine(III) Center.

Authors:  Nicola Lucchetti; Michelangelo Scalone; Serena Fantasia; Kilian Muñiz
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-10       Impact factor: 15.336

  4 in total

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