Palladium-Catalyzed Cleavage Reaction of Carbon−Carbon Triple Bond with Molecular Oxygen Promoted by Lewis Acid

2008 ◽  
Vol 130 (15) ◽  
pp. 5030-5031 ◽  
Author(s):  
Azhong Wang ◽  
Huanfeng Jiang
Keyword(s):  
Molecular Oxygen ◽  
Lewis Acid ◽  
Triple Bond ◽  
Cleavage Reaction ◽  
Palladium Catalyzed

Direct Access to Isoindolinone Derivatives by Palladium-Catalyzed C–H Activation and Isocyanide Insertion by Using Molecular Oxygen as the Sole Oxidant

Synthesis ◽  
2014 ◽  
Vol 46 (15) ◽  
pp. 2045-2050 ◽  
Author(s):  
Wei Wei ◽  
Yong Qian ◽  
Dongqi Wang ◽  
Sheng Cai ◽  
Rong Ben ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Direct Access ◽  
Palladium Catalyzed

scholarly journals Palladium-catalyzed cross coupling reactions of 4-bromo-6H-1,2-oxazines

2009 ◽  
Vol 5 ◽  
Author(s):  
Reinhold Zimmer ◽  
Elmar Schmidt ◽  
Michal Andrä ◽  
Marcel-Antoine Duhs ◽  
Igor Linder ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Cross Coupling ◽  
Pyridine Derivative ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed

A number of 4-aryl- and 4-alkynyl-substituted 6H-1,2-oxazines 8 and 9 have been prepared in good yields via cross coupling reactions of halogenated precursors 2, which in turn are easily accessible by bromination of 6H-1,2-oxazines 1. Lewis-acid promoted reaction of 1,2-oxazine 9c with 1-hexyne provided alkynyl-substituted pyridine derivative 12 thus demonstrating the potential of this approach for the synthesis of pyridines.

scholarly journals Synthesis of 2-Alkenyl-Tethered Anilines

Synthesis ◽  
2017 ◽  
Vol 49 (13) ◽  
pp. 2873-2888 ◽  
Author(s):  
Scott Denmark ◽  
Hyung Chi
Keyword(s):  
Lewis Acid ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Cope Rearrangement ◽  
The Third ◽  
Cross Metathesis ◽  
Direct Cross ◽  
Palladium Catalyzed

Three general routes for the synthesis of (E)-2-alkenyl-tethered anilines have been developed. The first route involves a 3-aza-Cope rearrangement of N-allylic anilines in the presence of a Lewis acid. The requisite N-allylic anilines were prepared by the addition of vinylmagnesium reagents to the corresponding aldimines. The second route details a direct cross-metathesis of 2-allylic or 2-homoallylic anilines with styrenes. The third route involves a palladium-catalyzed C–N cross-coupling of aryl halides. Taken together, these three strategies allowed access to the requisite aniline substrates with pendant alkenes at the 2-position with excellent trans selectivities.

Sign in / Sign up

Export Citation Format

Share Document