Literature DB >> 17078703

Room temperature hydroamination of N-alkenyl ureas catalyzed by a gold(i) N-heterocyclic carbene complex.

Christopher F Bender1, Ross A Widenhoefer.   

Abstract

[Structure: see text] Treatment of an N-4-pentenyl or N-5-hexenyl urea with a catalytic 1:1 mixture of a gold(I) N,N-diaryl imidazol-2-ylidine complex and AgOTf at or near room temperature leads to intramolecular exo-hydroamination to form the corresponding nitrogen heterocycle in excellent yield.

Entities:  

Year:  2006        PMID: 17078703     DOI: 10.1021/ol062107i

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  14 in total

1.  Synthetic and Computational Studies on the Rhodium-Catalyzed Hydroamination of Aminoalkenes.

Authors:  Alexandra E Strom; David Balcells; John F Hartwig
Journal:  ACS Catal       Date:  2016-07-13       Impact factor: 13.084

2.  Intramolecular Diamination and Alkoxyamination of Alkenes with N-Sulfonyl Ureas With N-Iodosuccinimide.

Authors:  Hao Li; Ross A Widenhoefer
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

3.  Alkylgold complexes by the intramolecular aminoauration of unactivated alkenes.

Authors:  Rebecca L Lalonde; William E Brenzovich; Diego Benitez; Ekaterina Tkatchouk; Kotaro Kelley; William A Goddard; F Dean Toste
Journal:  Chem Sci       Date:  2010-08-01       Impact factor: 9.825

4.  Gold(I)-Catalyzed Intramolecular Hydroamination of N-Allylic,N'-Aryl Ureas to form Imidazolidin-2-ones.

Authors:  Hao Li; Feijie Song; Ross A Widenhoefer
Journal:  Adv Synth Catal       Date:  2011-04-18       Impact factor: 5.837

5.  Intramolecular hydroamination of unbiased and functionalized primary aminoalkenes catalyzed by a rhodium aminophosphine complex.

Authors:  Lisa D Julian; John F Hartwig
Journal:  J Am Chem Soc       Date:  2010-10-06       Impact factor: 15.419

6.  Gold(I)-Catalyzed Enantioselective Intramolecular Hydroamination of Allenes with Ureas.

Authors:  Hao Li; Seong Du Lee; Ross A Widenhoefer
Journal:  J Organomet Chem       Date:  2011-01-01       Impact factor: 2.369

7.  Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation.

Authors:  Boliang Dong; Haihui Peng; Stephen E Motika; Xiaodong Shi
Journal:  Chemistry       Date:  2017-07-24       Impact factor: 5.236

8.  Gold(I)-catalyzed intramolecular dihydroamination of allenes with N,N'-disubstituted ureas to form bicyclic imidazolidin-2-ones.

Authors:  Hao Li; Ross A Widenhoefer
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005

9.  Intermolecular hydroamination of ethylene and 1-alkenes with cyclic ureas catalyzed by achiral and chiral gold(I) complexes.

Authors:  Zhibin Zhang; Seong Du Lee; Ross A Widenhoefer
Journal:  J Am Chem Soc       Date:  2009-04-22       Impact factor: 15.419

Review 10.  Ligand effects in homogeneous Au catalysis.

Authors:  David J Gorin; Benjamin D Sherry; F Dean Toste
Journal:  Chem Rev       Date:  2008-07-25       Impact factor: 60.622

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