Inter- and Intramolecular Palladium-Catalyzed Allyl Cross-Coupling Reactions Using Allylindium Generated In Situ from Allyl Acetates, Indium, and Indium Trichloride

2007 ◽  
Vol 13 (18) ◽  
pp. 5197-5206 ◽  
Author(s):  
Dong Seomoon ◽  
Kooyeon Lee ◽  
Hyunseok Kim ◽  
Phil Ho Lee
Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2740 ◽  
Author(s):  
Abdelaziz Ejjoummany ◽  
Rabia Belaroussi ◽  
Ahmed El Hakmaoui ◽  
Mohamed Akssira ◽  
Gérald Guillaumet ◽  
...  

The design of some novel di-(het)arylated-3H-pyrido[1′,2′:1,5]pyrazolo[4,3-d]pyrimidine derivatives is reported. The series was developed from 1-aminopyridinium iodide, which afforded the key intermediate bearing two thiomethyl and amide functions, each of them useful for palladium catalyzed cross coupling reactions by alkyl sulfur release and C-O activation, respectively. The two regioselective and successive cross-coupling reactions were first carried out in C-4 by in situ C-O activation and next in C-2 by a methylsulfur release. Process optimization furnished conditions leading to products in high yields. The scope and limitations of the methodologies were evaluated and the final compounds characterized.


Synlett ◽  
2018 ◽  
Vol 29 (18) ◽  
pp. 2427-2431
Author(s):  
Bernd Schmidt ◽  
Nastja Riemer ◽  
Christin Coswig ◽  
Mike Shipman

Arylindium and isolated triarylbismuth compounds generated in situ react as nucleophiles with arenediazonium salts in palladium-catalyzed cross-coupling reactions to give substituted biphenyls.


RSC Advances ◽  
2017 ◽  
Vol 7 (34) ◽  
pp. 21036-21044 ◽  
Author(s):  
S. Fortun ◽  
P. Beauclair ◽  
A. R. Schmitzer

We present the high catalytic activity of an in situ generated palladium(ii)/metformin complex in neat water for the Suzuki–Miyaura and Sonogashira cross-coupling reactions.


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