Carbon dioxide as a C1 building block. Mechanism of palladium-catalyzed carboxylation of aromatic halides

1992 ◽  
Vol 114 (18) ◽  
pp. 7076-7085 ◽  
Author(s):  
Christian Amatore ◽  
Anny Jutand ◽  
Fouad Khalil ◽  
Merete F. Nielsen
Keyword(s):  
Carbon Dioxide ◽  
Building Block ◽  
Palladium Catalyzed ◽  
Block Mechanism

scholarly journals Synthesis of Oxazolidinones by using Carbon Dioxide as a C 1 Building Block and an Aluminium‐Based Catalyst

ChemSusChem ◽  
2019 ◽  
Vol 12 (14) ◽  
pp. 3296-3303 ◽  
Author(s):  
Mani Sengoden ◽  
Michael North ◽  
Adrian C. Whitwood
Keyword(s):  
Carbon Dioxide ◽  
Building Block

Carbon Dioxide-Driven Palladium-Catalyzed C–H Activation of Amines: A Unified Approach for the Arylation of Aliphatic and Aromatic Primary and Secondary Amines

Synlett ◽  
2019 ◽  
Vol 30 (05) ◽  
pp. 519-524 ◽  
Author(s):  
Michael Young ◽  
Mohit Kapoor ◽  
Pratibha Chand-Thakuri ◽  
Justin Maxwell ◽  
Daniel Liu ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Bond Activation ◽  
Secondary Amines ◽  
Activation Process ◽  
Unified Approach ◽  
Benzylic Amines ◽  
Palladium Catalyzed ◽  
Group A ◽  
Directing Group ◽  
Site Selective

Amines are an important class of compounds in organic chemistry and serve as an important motif in various industries, including pharmaceuticals, agrochemicals, and biotechnology. Several methods have been developed for the C–H functionalization of amines using various directing groups, but functionalization of free amines remains a challenge. Here, we discuss our recently developed carbon dioxide driven highly site-selective γ-arylation of alkyl- and benzylic amines via a palladium-catalyzed C–H bond-activation process. By using carbon dioxide as an inexpensive, sustainable, and transient directing group, a wide variety of amines were arylated at either γ-sp3 or sp2 carbon–hydrogen bonds with high selectivity based on substrate and conditions. This newly developed strategy provides straightforward access to important scaffolds in organic and medicinal chemistry without the need for any expensive directing groups.1 Introduction2 C(sp3)–H Arylation of Aliphatic Amines3 C(sp2)–H Arylation of Benzylamines4 Mechanistic Questions5 Future Outlook

1‐Bromo‐2‐(cyclopropylidenemethyl)benzene: A Useful Building Block in the Palladium‐Catalyzed Reaction of 2‐Alkynylbenzenamine

2012 ◽  
Vol 7 (7) ◽  
pp. 1691-1696 ◽  
Author(s):  
Shaoyu Li ◽  
Yong Luo ◽  
Xiaocong Wang ◽  
Minjie Guo ◽  
Jie Wu
Keyword(s):  
Building Block ◽  
Palladium Catalyzed
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