Study of Lewis acid accelerated palladium catalyzed C H activation

2017 ◽  
Vol 426 ◽  
pp. 444-450 ◽  
Author(s):  
Orsolya Tischler ◽  
Szabolcs Kovács ◽  
Gábor Érsek ◽  
Péter Králl ◽  
János Daru ◽  
...  
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.


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

2017 ◽  
Vol 15 (1) ◽  
pp. 246-255 ◽  
Author(s):  
C. Athira ◽  
Raghavan B. Sunoj

The role of additives, pivalic acid and ZnCl2, in a Pd-catalyzed directed C–H bond functionalization reaction is established.


2002 ◽  
Vol 74 (1) ◽  
pp. 43-55 ◽  
Author(s):  
Robert A. Batey ◽  
Tan D. Quach ◽  
Ming Shen ◽  
Avinash N. Thadani ◽  
David V. Smil ◽  
...  

The use of air- and water-stable organoboron compounds for C­C bond-forming reactions are reported. These studies include the Lewis acid-promoted additions of boronic esters to N-acyliminium ions and allyl and crotyltrifluoroborate salts to aldehydes. Aryl and alkenyltrifluoroborate salts will add to aldehydes under the influence of rhodium catalysis or in the presence of zinc metal. These salts also participate in palladium-catalyzed Suzuki­Miyaura and other cross-coupling reactions. Finally, a new type of N-heterocyclic carbene ligand is reported and used for Pd-catalyzed Suzuki­Miyaura couplings.


2007 ◽  
Vol 8 (2) ◽  
pp. 183-186 ◽  
Author(s):  
Abhishek Sud ◽  
Raj Madhukar Deshpande ◽  
Raghunath Vitthal Chaudhari

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