Triazole-Enabled Ruthenium(II)carboxylate-Catalyzed C–H Arylation with Electron-deficient Aryl Halides

Synlett ◽  
2021 ◽  
Author(s):  
Torben Rogge ◽  
Thomas Müller ◽  
Hendrik Simon ◽  
Xiaoyan Hou ◽  
Simon Wagschal ◽  
...  
Keyword(s):  
Phosphine Ligand ◽  
Aryl Halides ◽  
Environmentally Benign ◽  
Ruthenium Catalysis ◽  
Novel Strategy

The triazole-directed direct C–H arylation of arenes with electron-deficient aryl halides and a synthetically-useful pyrimidyl chloride was achieved via ruthenium catalysis. Our novel strategy provides operationally-simple and environmentally-benign access to highly functionalized heteroarenes, avoiding the use strong organometallic bases. Detailed studies revealed a significant effect of the phosphine ligand, thus allowing for the reaction to occur with excellent levels of chemo- and position-selectivity.

scholarly journals A tetranuclear CuII2DyIII2 coordination cluster as a Suzuki (C–C) coupling reaction promoter

2018 ◽  
Vol 47 (48) ◽  
pp. 17202-17205 ◽  
Author(s):  
Prashant Kumar ◽  
Kieran Griffiths ◽  
Christopher E. Anson ◽  
Annie K. Powell ◽  
George E. Kostakis
Keyword(s):  
Phenylboronic Acid ◽  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Aryl Halides ◽  
Environmentally Benign ◽  
Suzuki Coupling Reaction

The air stable and high yielding tetranuclear coordination cluster [CuII2DyIII2L4(NO3)2(CH3CN)2]·2(CH3CN) promotes the Suzuki coupling reaction of phenylboronic acid with substituted aryl halides under environmentally benign conditions.

A New Hybrid Phosphine Ligand for Palladium-Catalyzed Amination of Aryl Halides

2008 ◽  
Vol 350 (5) ◽  
pp. 652-656 ◽  
Author(s):  
Ken Suzuki ◽  
Yoji Hori ◽  
Tohru Kobayashi
Keyword(s):  
Phosphine Ligand ◽  
Aryl Halides ◽  
Palladium Catalyzed

ChemInform Abstract: An Expeditious and Environmentally Benign Preparation of Aryl Halides from Aryl Amines by Solvent-Free Grinding.

ChemInform ◽  
2011 ◽  
Vol 42 (13) ◽  
pp. no-no
Author(s):  
Mi Eun Moon ◽  
Younghwa Choi ◽  
Young Min Lee ◽  
Vaishali Vajpayee ◽  
Marina Trusova ◽  
...  
Keyword(s):  
Solvent Free ◽  
Aryl Halides ◽  
Environmentally Benign ◽  
Aryl Amines

Amination of Aryl Halides by Using an Environmentally Benign, Recyclable Copper Catalyst

2012 ◽  
Vol 2012 (26) ◽  
pp. 4897-4901 ◽  
Author(s):  
Manna Huang ◽  
Leilei Wang ◽  
Xinhai Zhu ◽  
Zuxing Mao ◽  
Daizhi Kuang ◽  
...  
Keyword(s):  
Copper Catalyst ◽  
Aryl Halides ◽  
Environmentally Benign

ChemInform Abstract: An Efficient Indenyl-Derived Phosphine Ligand for the Suzuki-Miyaura Coupling of Sterically Hindered Aryl Halides.

ChemInform ◽  
2016 ◽  
Vol 47 (39) ◽  
Author(s):  
Yan Liu ◽  
Hui Peng ◽  
Jia Yuan ◽  
Meng-Qi Yan ◽  
Xue Luo ◽  
...  
Keyword(s):  
Phosphine Ligand ◽  
Aryl Halides ◽  
Sterically Hindered

ChemInform Abstract: Amination of Aryl Halides by Using an Environmentally Benign, Recyclable Copper Catalyst.

ChemInform ◽  
2013 ◽  
Vol 44 (9) ◽  
pp. no-no
Author(s):  
Manna Huang ◽  
Leilei Wang ◽  
Xinhai Zhu ◽  
Zuxing Mao ◽  
Daizhi Kuang ◽  
...  
Keyword(s):  
Copper Catalyst ◽  
Aryl Halides ◽  
Environmentally Benign

Hexafluorosilicic Acid as a Novel Reagent for the Desilylation of Silylacetylenes: Application in Sequential Sonogashira Coupling and Click Reaction

Synthesis ◽  
2017 ◽  
Vol 49 (11) ◽  
pp. 2374-2388 ◽  
Author(s):  
Ádám Sinai ◽  
Ádám Mészáros ◽  
Ádám Balogh ◽  
Márton Zwillinger ◽  
Zoltán Novák
Keyword(s):  
Aqueous Solution ◽  
Click Reaction ◽  
Aryl Halides ◽  
Environmentally Benign ◽  
Sonogashira Coupling ◽  
One Pot ◽  
Sequential Coupling

Hexafluorosilicic acid was utilized as a novel, cheap, readily available, and environmentally benign alternative reagent for the desilylation of 1-trimethylsilylacetylenes. The applicability of the aqueous solution of the hexafluorosilicic acid was demonstrated in the sequential coupling of aryl halides and ethynyltrimethylsilane to afford internal acetylenes, benzofurans, and triazoles in one-pot Sonogashira–Sonogashira­ and Sonogashira–CuAAC reactions.

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