Changing Reaction Pathways of the Dimerization of 2-Formylcinnamates by N-Heterocyclic Carbene/Lewis Acid Cooperative Catalysis: An Unusual Cleavage of the Carbon–Carbon Bond

2014 ◽  
Vol 16 (21) ◽  
pp. 5520-5523 ◽  
Author(s):  
Hai-Yan Dang ◽  
Zi-Tian Wang ◽  
Ying Cheng
Keyword(s):  
Lewis Acid ◽  
Reaction Pathways ◽  
Carbon Bond ◽  
Cooperative Catalysis ◽  
Carbon Carbon Bond ◽  
Unusual Cleavage

scholarly journals Multifunctional heterocyclic scaffolds for hybrid Lewis acid/Lewis base catalysis of carbon–carbon bond formation

Tetrahedron ◽  
2016 ◽  
Vol 72 (27-28) ◽  
pp. 3905-3916 ◽  
Author(s):  
Dennis Wiedenhoeft ◽  
Adam R. Benoit ◽  
Yibiao Wu ◽  
Jacob D. Porter ◽  
Elisia Meyle ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Bond Formation ◽  
Lewis Base ◽  
Base Catalysis ◽  
Carbon Bond ◽  
Carbon Carbon Bond

Formation of a carbon-carbon bond in the reactions of olefins with iodonium ylids under lewis acid catalysis conditions

1987 ◽  
Vol 36 (12) ◽  
pp. 2672-2672 ◽  
Author(s):  
N. S. Zefirov ◽  
V. V. Zhdankin ◽  
A. S. Koz'min ◽  
V. N. Semerikov ◽  
A. T. Agaev ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Acid Catalysis ◽  
Lewis Acid Catalysis ◽  
Carbon Bond ◽  
Carbon Carbon Bond

scholarly journals Organic synthesis using (diacetoxyiodo)benzene (DIB): Unexpected and novel oxidation of 3-oxo-butanamides to 2,2-dihalo-N-phenylacetamides

2012 ◽  
Vol 8 ◽  
pp. 344-348 ◽  
Author(s):  
Wei-Bing Liu ◽  
Cui Chen ◽  
Qing Zhang ◽  
Zhi-Bo Zhu
Keyword(s):  
Chemical Synthesis ◽  
Organic Synthesis ◽  
Lewis Acid ◽  
Reliable Method ◽  
Hypervalent Iodine ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Direct Preparation

A novel and reliable method for the direct preparation of 2,2-dihalo-N-phenylacetamides is reported. The key transformation involves the cleavage of a carbon–carbon bond in the presence of DIB and a Lewis acid as the halogen source, and thus this method significantly expands the value of DIB as a unique and powerful tool in chemical synthesis. This protocol not only adds a new aspect to reactions that use other hypervalent iodine reagents but also provides a wide space for the synthesis of disubstituted acetamides.

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