Regio- and stereo-selective synthesis of aryl 2-deoxy-C-glycopyranosides by palladium-catalyzed Heck coupling reactions of glycals and aryl iodides

2009 ◽  
Vol 7 (18) ◽  
pp. 3855 ◽  
Author(s):  
Hou-Hua Li ◽  
Xin-Shan Ye
Keyword(s):  
Selective Synthesis ◽  
Coupling Reactions ◽  
Heck Coupling ◽  
Aryl Iodides ◽  
Palladium Catalyzed

scholarly journals Selective Synthesis of N-Acylnortropane Derivatives in Palladium-Catalysed Aminocarbonylation

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1813
Author(s):  
László Kollár ◽  
Ádám Erdélyi ◽  
Haroon Rasheed ◽  
Attila Takács
Keyword(s):  
Synthetic Method ◽  
Selective Synthesis ◽  
Varied Structure ◽  
Biological Importance ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Derivatives Of

The aminocarbonylation of various alkenyl and (hetero)aryl iodides was carried out using tropane-based amines of biological importance, such as 8-azabicyclo[3.2.1]octan-3-one (nortropinone) and 3α-hydroxy-8-azabicyclo[3.2.1]octane (nortropine) as N-nucleophile. Using iodoalkenes, the two nucleophiles were selectively converted to the corresponding amide in the presence of Pd(OAc)2/2 PPh3 catalysts. In the presence of several iodo(hetero)arenes, the application of the bidentate Xantphos was necessary to produce the target compounds selectively. The new carboxamides of varied structure, formed in palladium-catalyzed aminocarbonylation reactions, were isolated and fully characterized. In this way, a novel synthetic method has been developed for the producing of N-acylnortropane derivatives of biological importance.

Palladium-catalyzed Mizoroki–Heck coupling reactions using sterically bulky phosphite ligand

2010 ◽  
Vol 13 (11) ◽  
pp. 1329-1331 ◽  
Author(s):  
Eunhye Jung ◽  
Kyungho Park ◽  
Jaewook Kim ◽  
Hee-Tae Jung ◽  
Il-Kwon Oh ◽  
...  
Keyword(s):  
Coupling Reactions ◽  
Heck Coupling ◽  
Palladium Catalyzed

Sonogashira coupling reactions: Synthesis of 4-substituted-6-methyl-2-(methylthio)pyrimidines catalyzed by Pd–Cu

2019 ◽  
Vol 43 (9-10) ◽  
pp. 431-436
Author(s):  
Fatemeh Rezaeimanesh ◽  
Mohammad Bakherad ◽  
Hossein Nasr-Isfahani
Keyword(s):  
Efficient Method ◽  
Room Temperature ◽  
Reaction Times ◽  
Coupling Reactions ◽  
Sonogashira Coupling ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Sonogashira Reactions

An efficient method is developed for the synthesis of 4-(3-arylprop-2-ynyloxy)-6-methyl-2-(methylthio)pyrimidines via palladium-catalyzed Sonogashira reactions of 4-methyl-2-(methylthio)-6-(prop-2-yn-1-yloxy)pyrimidine with electron-poor aryl iodides in acetonitrile at room temperature. Excellent yields of the products were obtained in reaction times of 9–11 h.

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