Literature DB >> 17107084

1,1,1-tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols.

Yao-Jung Chen1, Hsin-Hung Chen.   

Abstract

1,1,1-tris(hydroxymethyl)ethane was presented as a new, efficient, and versatile tridentate O-donor ligand suitable for the copper-catalyzed formation of C-N, C-S, and C-O bonds. This inexpensive and commercially available tripod ligand has been demonstrated to facilitate the copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols to afford the corresponding desired products in good to excellent yields. [reaction: see text].

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Year:  2006        PMID: 17107084     DOI: 10.1021/ol062339h

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


  19 in total

1.  Base-mediated stereospecific synthesis of aryloxy and amino substituted ethyl acrylates.

Authors:  M Shahjahan Kabir; Ojas A Namjoshi; Ranjit Verma; Michael Lorenz; V V N Phani Babu Tiruveedhula; Aaron Monte; Steven H Bertz; Alan W Schwabacher; James M Cook
Journal:  J Org Chem       Date:  2011-11-28       Impact factor: 4.354

2.  Copper complexes of anionic nitrogen ligands in the amidation and imidation of aryl halides.

Authors:  Jesse W Tye; Zhiqiang Weng; Adam M Johns; Christopher D Incarvito; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-07-03       Impact factor: 15.419

3.  Copper Mediated Coupling of 2-(Piperazine)-pyrimidine Iodides with Aryl Thiols using Cu(I)Thiophene-2-carboxylate.

Authors:  Liza Shrestha; Hardik J Patel; Yanlong Kang; Sahil Sharma; Gabriela Chiosis; Tony Taldone
Journal:  Tetrahedron Lett       Date:  2017-10-23       Impact factor: 2.415

4.  Diamine Ligands in Copper-Catalyzed Reactions.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Chem Sci       Date:  2010       Impact factor: 9.825

5.  Computational explorations of mechanisms and ligand-directed selectivities of copper-catalyzed Ullmann-type reactions.

Authors:  Gavin O Jones; Peng Liu; K N Houk; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2010-05-05       Impact factor: 15.419

6.  Cu-catalyzed arylation of phenols: synthesis of sterically hindered and heteroaryl diaryl ethers.

Authors:  Debabrata Maiti; Stephen L Buchwald
Journal:  J Org Chem       Date:  2010-03-05       Impact factor: 4.354

7.  Copper(I) phenoxide complexes in the etherification of aryl halides.

Authors:  Jesse W Tye; Zhiqiang Weng; Ramesh Giri; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2010-03-15       Impact factor: 15.336

8.  Synthesis of Copper(I) Thiolate Complexes in the Thioetherification of Aryl Halides.

Authors:  Chaohuang Chen; Zhiqiang Weng; John F Hartwig
Journal:  Organometallics       Date:  2012-10-04       Impact factor: 3.876

9.  Resting state and elementary steps of the coupling of aryl halides with thiols catalyzed by alkylbisphosphine complexes of palladium.

Authors:  Elsa Alvaro; John F Hartwig
Journal:  J Am Chem Soc       Date:  2009-06-10       Impact factor: 15.419

10.  RECENT SYNTHETIC DEVELOPMENTS AND APPLICATIONS OF THE ULLMANN REACTION. A REVIEW.

Authors:  Hao Lin; Dianqing Sun
Journal:  Org Prep Proced Int       Date:  2013       Impact factor: 1.628

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