Literature DB >> 19140786

[(NHC)Au(I)]-catalyzed acid-free alkyne hydration at part-per-million catalyst loadings.

Nicolas Marion1, Rubén S Ramón, Steven P Nolan.   

Abstract

A highly efficient [(NHC)Au(I)]-based (NHC = N-heterocyclic carbene) catalytic system for the hydration of an array of alkynes that operates under acid-free conditions and at very low catalyst loadings (typically 50-100 ppm and as low as 10 ppm) was developed. Terminal and internal alkynes possessing any combination of alkyl and aryl substituents (alkyl/H, aryl/H, alkyl/alkyl, alkyl/aryl, and aryl/aryl) were found suitable substrates in the present catalytic system.

Entities:  

Year:  2009        PMID: 19140786     DOI: 10.1021/ja809403e

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  20 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.  Synthesis of N-heterocyclic carbene gold(I) complexes.

Authors:  Fady Nahra; Nikolaos V Tzouras; Alba Collado; Steven P Nolan
Journal:  Nat Protoc       Date:  2021-01-27       Impact factor: 13.491

3.  Monoaurated vs. diaurated intermediates: causality or independence?

Authors:  Mariarosa Anania; Lucie Jašíková; Jan Zelenka; Elena Shcherbachenko; Juraj Jašík; Jana Roithová
Journal:  Chem Sci       Date:  2019-12-13       Impact factor: 9.825

4.  The role of silver additives in gold-mediated C-H functionalisation.

Authors:  Scott R Patrick; Ine I F Boogaerts; Sylvain Gaillard; Alexandra M Z Slawin; Steven P Nolan
Journal:  Beilstein J Org Chem       Date:  2011-07-01       Impact factor: 2.883

5.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

6.  Efficient generation and increased reactivity in cationic gold via Brønsted acid or Lewis acid assisted activation of an imidogold precatalyst.

Authors:  Junbin Han; Naoto Shimizu; Zhichao Lu; Hideki Amii; Gerald B Hammond; Bo Xu
Journal:  Org Lett       Date:  2014-06-23       Impact factor: 6.005

7.  Alkyne hydroarylation with Au N-heterocyclic carbene catalysts.

Authors:  Cristina Tubaro; Marco Baron; Andrea Biffis; Marino Basato
Journal:  Beilstein J Org Chem       Date:  2013-02-05       Impact factor: 2.883

8.  Ambient gold-catalyzed O-vinylation of cyclic 1,3-diketone: A vinyl ether synthesis.

Authors:  Yumeng Xi; Boliang Dong; Xiaodong Shi
Journal:  Beilstein J Org Chem       Date:  2013-11-18       Impact factor: 2.883

9.  A general ligand design for gold catalysis allowing ligand-directed anti-nucleophilic attack of alkynes.

Authors:  Yanzhao Wang; Zhixun Wang; Yuxue Li; Gongde Wu; Zheng Cao; Liming Zhang
Journal:  Nat Commun       Date:  2014-04-07       Impact factor: 14.919

10.  Influence of bulky yet flexible N-heterocyclic carbene ligands in gold catalysis.

Authors:  Alba Collado; Scott R Patrick; Danila Gasperini; Sebastien Meiries; Steven P Nolan
Journal:  Beilstein J Org Chem       Date:  2015-10-02       Impact factor: 2.883

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