Unexpected Tandem Sonogashira—Carbopallation—Sonogashira Coupling Reaction of Benzyl Halides with Terminal Alkynes: A Novel Four-Component Domino Sequence to Highly Substituted Enynes.

ChemInform ◽  
2004 ◽  
Vol 35 (47) ◽  
Author(s):  
Laurent Romain Pottier ◽  
Jean-Francois Peyrat ◽  
Mouad Alami ◽  
Jean-Daniel Brion
Keyword(s):  
Coupling Reaction ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Sonogashira Coupling Reaction ◽  
Benzyl Halides

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.

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

A Copper‐Catalyzed Sonogashira Coupling Reaction of Diverse Activated Alkyl Halides with Terminal Alkynes Under Ambient Conditions

2020 ◽  
Vol 362 (11) ◽  
pp. 2280-2284
Author(s):  
Yu‐Xi Cao ◽  
Xiao‐Yang Dong ◽  
Jun Yang ◽  
Sheng‐Peng Jiang ◽  
Shuangliu Zhou ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Alkyl Halides ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Ambient Conditions ◽  
Sonogashira Coupling Reaction

A Novel Microwave-Activated Sonogashira Coupling Reaction and Cleavage using Polyethylene Glycol as Phase-Transfer Catalyst and Polymer Support

2002 ◽  
Vol 2002 (4) ◽  
pp. 173-175 ◽  
Author(s):  
Min Xia ◽  
Yan-Guang Wang
Keyword(s):  
Polyethylene Glycol ◽  
Phase Transfer ◽  
Coupling Reaction ◽  
Phase Transfer Catalyst ◽  
Polymer Support ◽  
Microwave Activation ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Sonogashira Coupling Reaction ◽  
Solid Liquid

Under microwave-activation polyethylene glycol bound 4-iodobenzoic acid could be readily reacted with various terminal alkynes in excellent yields and purity using polyethylene glycol (PEG) as a solid-liquid phase-transfer catalyst and polymer support; the cleavage could be dramatically accelerated under microwave activation.

Sign in / Sign up

Export Citation Format

Share Document