Improved Procedures for the Palladium-Catalyzed Coupling of Terminal Alkynes with Aryl Bromides (Sonogashira Coupling)†

1998 ◽  
Vol 63 (23) ◽  
pp. 8551-8553 ◽  
Author(s):  
Stephan Thorand ◽  
Norbert Krause
Keyword(s):  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Aryl Bromides ◽  
Palladium Catalyzed

Environmentally Benign Microwave-Assisted Sonogashira Preparation of Aromatic Compounds

2011 ◽  
Vol 695 ◽  
pp. 113-116 ◽  
Author(s):  
Suttikiat Puechmongkol ◽  
Boonchoat Paosawatyanyong ◽  
Worawan Bhanthumnavin
Keyword(s):  
Coupling Reaction ◽  
Environmentally Benign ◽  
Conventional Heating ◽  
Microwave Activation ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Mild Conditions ◽  
Aryl Bromides ◽  
Sonogashira Coupling Reaction ◽  
Type Coupling

An efficient Sonogashira-type coupling reaction of terminal alkynes and aryl bromides by microwave activation with short reaction time under mild conditions are presented. It is illustrated herein that the traditional Sonogashira coupling reaction can be achieved with a much more efficient yet environmentally friendly condition. In contrary to the usually required 10 mol% Pd loading and the use of conventional heating at 60 °C for 24 h in order for a reaction to proceed satisfactorily, with a 100 W microwave activation, the reaction of terminal alkynes with substituted aryl bromides can be achieved with only a 2.5 mol% Pd in 10 min. The yield was improved with microwave irradiation.

Palladium-catalyzed reductive cross-coupling between α-bromo carboxamides and terminal alkynes

2020 ◽  
Vol 7 (21) ◽  
pp. 3505-3508
Author(s):  
Muinat A. Aliyu ◽  
Bowen Li ◽  
He Yang ◽  
Wenjun Tang
Keyword(s):  
Cross Coupling ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Palladium Catalyzed

A Pd-catalyzed reductive cross-coupling between α-bromo carboxamides and terminal alkynes was developed featuring a radical pathway and distinct from the Sonogashira coupling.

scholarly journals Palladium-Catalyzed Sonogashira Coupling Reaction of 2-Amino-3-Bromopyridines with Terminal Alkynes

2017 ◽  
Vol 06 (03) ◽  
pp. 121-133 ◽  
Author(s):  
Qing Zhu ◽  
Lichun Liao ◽  
Guo Cheng ◽  
Wen Yang ◽  
Yingying Deng ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Sonogashira Coupling Reaction ◽  
Palladium Catalyzed

Correction to Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Bromides Using Near Stoichiometric Carbon Monoxide

2015 ◽  
Vol 17 (10) ◽  
pp. 2566-2566
Author(s):  
Karoline T. Neumann ◽  
Simon R. Laursen ◽  
Anders T. Lindhardt ◽  
Benny Bang-Andersen ◽  
Troels Skrydstrup
Keyword(s):  
Carbon Monoxide ◽  
Sonogashira Coupling ◽  
Aryl Bromides ◽  
Palladium Catalyzed

Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Bromides Using Near Stoichiometric Carbon Monoxide

2014 ◽  
Vol 16 (8) ◽  
pp. 2216-2219 ◽  
Author(s):  
Karoline T. Neumann ◽  
Simon R. Laursen ◽  
Anders T. Lindhardt ◽  
Benny Bang-Andersen ◽  
Troels Skrydstrup
Keyword(s):  
Carbon Monoxide ◽  
Sonogashira Coupling ◽  
Aryl Bromides ◽  
Palladium Catalyzed

ChemInform Abstract: Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Bromides Using Near Stoichiometric Carbon Monoxide.

ChemInform ◽  
2014 ◽  
Vol 45 (42) ◽  
pp. no-no
Author(s):  
Karoline T. Neumann ◽  
Simon R. Laursen ◽  
Anders T. Lindhardt ◽  
Benny Bang-Andersen ◽  
Troels Skrydstrup
Keyword(s):  
Carbon Monoxide ◽  
Sonogashira Coupling ◽  
Aryl Bromides ◽  
Palladium Catalyzed

Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Bromides via tert-Butyl Isocyanide Insertion

2013 ◽  
Vol 78 (7) ◽  
pp. 3170-3175 ◽  
Author(s):  
Ting Tang ◽  
Xiang-Dong Fei ◽  
Zhi-Yuan Ge ◽  
Zhong Chen ◽  
Yong-Ming Zhu ◽  
...  
Keyword(s):  
Sonogashira Coupling ◽  
Tert Butyl ◽  
Aryl Bromides ◽  
Palladium Catalyzed
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