Palladium-catalyzed decarboxylative coupling of aromatic acids with aryl halides or unactivated arenes using microwave heating

2008 ◽  
pp. 6312 ◽  
Author(s):  
Adelina Voutchkova ◽  
Abigail Coplin ◽  
Nicholas E. Leadbeater ◽  
Robert H. Crabtree
2021 ◽  
Author(s):  
Huixiong Dai ◽  
Ming-Liang Han ◽  
Jun-Jie Chen ◽  
Hui Xu ◽  
Wei Huang ◽  
...  

<p><b>The transition metal-catalyzed Catellani reaction of aryl halides has drawn significant attentions as an efficient and practical tool for the synthesis of substituted arenes. We describe herein the palladium-catalyzed, norbornene (NBE)-mediated synthesis of polysubstituted arenes from aromatic acids via decarbonylative Catellani reaction. A variety of alkenyl, alkyl, aryl and sulfur moieties could be conveniently introduced into the<i> ipso</i>-positions of aromatic thioesters. By merging carboxyl-directed C−H functionalization and the classical Catellani reactions, our protocol allowed the construction of 1,2,3-trisubstituted and 1,2,3,4-tetrasubstituted arenes from simple aromatic acids. Furthermore, the late-stage functionalization of a series of drug molecules highlights the potential utility of the reaction.</b></p>


ChemInform ◽  
2011 ◽  
Vol 42 (51) ◽  
pp. no-no
Author(s):  
Rui Shang ◽  
Zheng Huang ◽  
Ling Chu ◽  
Yao Fu ◽  
Lei Liu

2021 ◽  
Author(s):  
Huixiong Dai ◽  
Ming-Liang Han ◽  
Jun-Jie Chen ◽  
Hui Xu ◽  
Wei Huang ◽  
...  

<p><b>The transition metal-catalyzed Catellani reaction of aryl halides has drawn significant attentions as an efficient and practical tool for the synthesis of substituted arenes. We describe herein the palladium-catalyzed, norbornene (NBE)-mediated synthesis of polysubstituted arenes from aromatic acids via decarbonylative Catellani reaction. A variety of alkenyl, alkyl, aryl and sulfur moieties could be conveniently introduced into the<i> ipso</i>-positions of aromatic thioesters. By merging carboxyl-directed C−H functionalization and the classical Catellani reactions, our protocol allowed the construction of 1,2,3-trisubstituted and 1,2,3,4-tetrasubstituted arenes from simple aromatic acids. Furthermore, the late-stage functionalization of a series of drug molecules highlights the potential utility of the reaction.</b></p>


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