Palladium-Catalyzed/Lewis Acid-Promoted Alkene Dimerization and Cross-Coupling with AlcoholsviaCH Bond Activation

2008 ◽  
Vol 350 (4) ◽  
pp. 552-556 ◽  
Author(s):  
Yi-Jun Jiang ◽  
Yong-Qiang Tu ◽  
En Zhang ◽  
Shu-Yu Zhang ◽  
Ke Cao ◽  
...  
ChemInform ◽  
2008 ◽  
Vol 39 (26) ◽  
Author(s):  
Yi-Jun Jiang ◽  
Yong-Qiang Tu ◽  
En Zhang ◽  
Shu-Yu Zhang ◽  
Ke Cao ◽  
...  

Author(s):  
Reinhold Zimmer ◽  
Elmar Schmidt ◽  
Michal Andrä ◽  
Marcel-Antoine Duhs ◽  
Igor Linder ◽  
...  

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.


Synthesis ◽  
2017 ◽  
Vol 49 (13) ◽  
pp. 2873-2888 ◽  
Author(s):  
Scott Denmark ◽  
Hyung Chi

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.


ChemInform ◽  
2015 ◽  
Vol 46 (52) ◽  
pp. no-no
Author(s):  
Haiqing Luo ◽  
Guojiao Wu ◽  
Shuai Xu ◽  
Kang Wang ◽  
Chaoqiang Wu ◽  
...  

2019 ◽  
Vol 10 (42) ◽  
pp. 9865-9871 ◽  
Author(s):  
Tongliang Zhou ◽  
Chong-Lei Ji ◽  
Xin Hong ◽  
Michal Szostak

The first palladium-catalyzed decarbonylative Suzuki–Miyaura cross-coupling of amides for the synthesis of biaryls through the selective activation of the N–C(O) bond of amides is reported.


2006 ◽  
Vol 78 (2) ◽  
pp. 209-214 ◽  
Author(s):  
Lutz Ackermann ◽  
Robert Born ◽  
Julia H. Spatz ◽  
Andreas Althammer ◽  
Christian J. Gschrei

Studies on the use of easily accessible heteroatom-substituted secondary phosphine oxides as preligands for cross-coupling reactions are described. These air-stable sterically hindered phosphine oxides allow for efficient palladium-catalyzed Suzuki- and nickel-catalyzed Kumada-coupling reactions using electronically deactivated aryl chlorides. In addition, they enable nickel-catalyzed coupling reactions of magnesium organyls with aryl fluorides at ambient temperature, and ruthenium-catalyzed coupling reactions of aryl chlorides via C-H bond activation. Finally, the application of modular diamino phosphine chlorides as preligands for a variety of transition-metal-catalyzed C-C and C-N bond formation reactions employing electron-rich aryl chlorides is presented.


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