Unexpected C−Se Cross-Coupling Reaction: Copper Oxide Catalyzed Synthesis of Symmetrical Diaryl Selenides via Cascade Reaction of Selenourea with Aryl Halides/Boronic Acids

2010 ◽  
Vol 75 (24) ◽  
pp. 8720-8723 ◽  
Author(s):  
V. Prakash Reddy ◽  
A. Vijay Kumar ◽  
K. Rama Rao
Keyword(s):  
Copper Oxide ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Cascade Reaction ◽  
Aryl Halides ◽  
Cross Coupling Reaction

scholarly journals Synthesis of Mono- and Bis-Pyrazoles Bearing Flexible p-Tolyl Ether and Rigid Xanthene Backbones, and Their Potential as Ligands in the Pd-Catalysed Suzuki–Miyaura Cross-Coupling Reaction

Catalysts ◽  
2019 ◽  
Vol 9 (9) ◽  
pp. 718
Author(s):  
Zahid Hussain ◽  
Cristiane Schwalm ◽  
Raoní Rambo ◽  
Renieidy Dias ◽  
Rafael Stieler ◽  
...  
Keyword(s):  
Catalytic System ◽  
Good Yield ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Tert Butyl ◽  
Cross Coupling Reaction ◽  
Ullmann Coupling

The present work describes the synthesis of mono- and bis-pyrazole compounds bearing flexible p-tolyl ether and rigid 4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene backbones as pyrazolyl analogues of DPEphos and Xantphos ligands, respectively. The synthesis of new pyrazolyl analogues was accomplished following an Ullmann coupling protocol, and the resulting products were isolated in overall good yields. In addition, a hybrid imidazolyl–pyrazolyl analogue bearing a xanthene backbone was synthesized using the same protocol, whereas a hybrid selanyl–pyrazolyl analogue with a xanthene backbone was synthesized in a good yield employing a second C–H activation step. The symmetrical bis-pyrazolyl and the hybrid imidazolyl–pyrazolyl analogues were found to be the most active among the new ligands evaluated in the Pd-catalysed Suzuki-Miyaura cross-coupling of aryl halides with aryl boronic acids. A simple catalytic system based on Pd(OAc)2/2a was developed, which efficiently catalyses the Suzuki–Miyaura reaction of aryl halides and aryl boronic acids and provides moderate to excellent yields of the corresponding cross-coupling products.

An efficient indenyl-derived phosphine ligand for the Suzuki–Miyaura coupling of sterically hindered aryl halides

2016 ◽  
Vol 14 (20) ◽  
pp. 4664-4668 ◽  
Author(s):  
Yan Liu ◽  
Hui Peng ◽  
Jia Yuan ◽  
Meng-Qi Yan ◽  
Xue Luo ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Phosphine Ligand ◽  
Aryl Halides ◽  
Efficient Catalyst ◽  
Highly Efficient ◽  
Cross Coupling Reaction ◽  
Sterically Hindered

An air-stable aryl substituted indenyl phosphine used in combination with Pd(OAc)2 provides a highly efficient catalyst for the Suzuki–Miyaura cross-coupling reaction of sterically hindered aryl halides with aryl boronic acids.

ChemInform Abstract: A General and Inexpensive Protocol for the Cu-Catalyzed C-S Cross-Coupling Reaction Between Aryl Halides and Thiols.

ChemInform ◽  
2016 ◽  
Vol 47 (12) ◽  
pp. no-no
Author(s):  
Anns Maria Thomas ◽  
Sujatha Asha ◽  
K. S.. Sindhu ◽  
Gopinathan Anilkumar
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Cross Coupling Reaction
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