Carbon–carbon bond formation using hypervalent iodine under Lewis acid conditions: scope of the method for the synthesis of butane-1,4-diones

1987 ◽  
pp. 559-561 ◽  
Author(s):  
Robert Moriarty ◽  
Om Prakash ◽  
Michael P. Duncan
Keyword(s):  
Lewis Acid ◽  
Bond Formation ◽  
Hypervalent Iodine ◽  
Carbon Bond ◽  
Carbon Carbon Bond

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

Carbon-Carbon Bond Formation Via Hypervalent Iodine Oxidations

Synthesis ◽  
1990 ◽  
Vol 1990 (06) ◽  
pp. 431-447 ◽  
Author(s):  
Robert M. Moriarty ◽  
Radhe K. Vaid
Keyword(s):  
Bond Formation ◽  
Hypervalent Iodine ◽  
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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