Insights into N-heterocyclic carbene and Lewis acid cooperatively catalyzed oxidative [3 + 3] annulation reactions of α,β-unsaturated aldehyde with 1,3-dicarbonyl compounds

2020 ◽  
Vol 7 (9) ◽  
pp. 1113-1121 ◽  
Author(s):  
Xinghua Wang ◽  
Yang Wang ◽  
Jinshuai Song ◽  
Donghui Wei
Keyword(s):  
Lewis Acid ◽  
Unsaturated Aldehyde ◽  
Dicarbonyl Compounds

N-Heterocyclic carbene and Lewis acid cooperatively catalyzed oxidative [3 + 3] annulation reactions of 1,3-dicarbonyl compounds have been systematically studied in theory.

N-Heterocyclic Carbene/Lewis Acid Catalyzed Enantioselective Aerobic Annulation of α,β-Unsaturated Aldehydes with 1,3-Dicarbonyl Compounds

2016 ◽  
Vol 81 (14) ◽  
pp. 6136-6141 ◽  
Author(s):  
Danbo Xie ◽  
Dan Shen ◽  
Qiliang Chen ◽  
Jiaqi Zhou ◽  
Xiaofei Zeng ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Dicarbonyl Compounds ◽  
Unsaturated Aldehydes ◽  
Acid Catalyzed

Lewis acid induced .alpha.-alkoxyalkylation of 1,3-dicarbonyl compounds

1988 ◽  
Vol 53 (23) ◽  
pp. 5540-5542 ◽  
Author(s):  
R. Antonioletti ◽  
F. Bonadies ◽  
Arrigo Scettri
Keyword(s):  
Lewis Acid ◽  
Dicarbonyl Compounds

scholarly journals Three-component reactions of aromatic amines, 1,3-dicarbonyl compounds, and α-bromoacetaldehyde acetal to access N-(hetero)aryl-4,5-unsubstituted pyrroles

2020 ◽  
Vol 16 ◽  
pp. 2920-2928
Author(s):  
Wenbo Huang ◽  
Kaimei Wang ◽  
Ping Liu ◽  
Minghao Li ◽  
Shaoyong Ke ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Aromatic Amines ◽  
Acid Catalyst ◽  
Pyridine Derivative ◽  
Wide Scope ◽  
Dicarbonyl Compounds ◽  
Lewis Acid Catalyst

N-(Hetero)aryl-4,5-unsubstituted pyrroles were synthesized from (hetero)arylamines, 1,3-dicarbonyl compounds, and α-bromoacetaldehyde acetal by using aluminum(III) chloride as a Lewis acid catalyst through [1 + 2 + 2] annulation. This new versatile methodology provides a wide scope for the synthesis of different functional N-(hetero)aryl-4,5-unsubstituted pyrrole scaffolds, which can be further derived to access multisubstituted pyrrole-3-carboxamides. In the presence of 1.2 equiv of KI, a polysubstituted pyrazolo[3,4-b]pyridine derivative was also successfully synthesized.

scholarly journals Et3B-mediated and palladium-catalyzed direct allylation of β-dicarbonyl compounds with Morita–Baylis–Hillman alcohols

2016 ◽  
Vol 12 ◽  
pp. 2402-2409 ◽  
Author(s):  
Ahlem Abidi ◽  
Yosra Oueslati ◽  
Farhat Rezgui
Keyword(s):  
Lewis Acid ◽  
High Selectivity ◽  
Dicarbonyl Compounds ◽  
Wide Range ◽  
Palladium Catalyzed

A practical and efficient palladium-catalyzed direct allylation of β-dicarbonyl compounds with both cyclic and acyclic Morita–Baylis–Hillman (MBH) alcohols, using Et3B as a Lewis acid promoter, is described herein. A wide range of the corresponding functionalized allylated derivatives have been obtained in good yields and with high selectivity.

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