Iron Porphyrin Catalyzed N−H Insertion Reactions with Ethyl Diazoacetate

2007 ◽  
Vol 26 (16) ◽  
pp. 3995-4002 ◽  
Author(s):  
Lynnette K. Baumann ◽  
Harun M. Mbuvi ◽  
Guodong Du ◽  
L. Keith Woo
Keyword(s):  
Iron Porphyrin ◽  
Insertion Reactions ◽  
Ethyl Diazoacetate

Iron Porphyrin Catalyzed N—H Insertion Reaction with Ethyl Diazoacetate.

ChemInform ◽  
2007 ◽  
Vol 38 (47) ◽  
Author(s):  
Lynnette K. Baumann ◽  
Harun M. Mbuvi ◽  
Guodong Du ◽  
L. Keith Woo
Keyword(s):  
Insertion Reaction ◽  
Iron Porphyrin ◽  
Ethyl Diazoacetate

Iron Porphyrin-Catalyzed Olefination of Carbonyl Compounds with Ethyl Diazoacetate

2003 ◽  
Vol 22 (7) ◽  
pp. 1468-1474 ◽  
Author(s):  
Guilong Cheng ◽  
Gholam A. Mirafzal ◽  
L. Keith Woo
Keyword(s):  
Carbonyl Compounds ◽  
Iron Porphyrin ◽  
Ethyl Diazoacetate

Insertion reactions of nortricyclene with ethyl diazoacetate

1967 ◽  
Vol 89 (18) ◽  
pp. 4695-4698 ◽  
Author(s):  
Ronald R. Sauers ◽  
Robert J. Kiesel
Keyword(s):  
Insertion Reactions ◽  
Ethyl Diazoacetate

O-H insertion and tandem N-H insertion/cyclization reactions using an iron porphyrin as catalyst with diazo compounds as carbene sources

2010 ◽  
Vol 14 (03) ◽  
pp. 284-292 ◽  
Author(s):  
Harun M. Mbuvi ◽  
Erik R. Klobukowski ◽  
Gina M. Roberts ◽  
L. Keith Woo
Keyword(s):  
Heterocyclic Compounds ◽  
Room Temperature ◽  
Methylene Chloride ◽  
Diazo Compounds ◽  
Iron Porphyrin ◽  
Insertion Reactions ◽  
Cyclization Reactions ◽  
One Pot ◽  
Aromatic Alcohols ◽  
Diazo Reagents

Iron(III) tetraphenylporphyrin chloride, Fe(TPP)Cl , efficiently catalyzed the insertion of carbenes derived from methyl 2-phenyldiazoacetates into O-H bonds of aliphatic and aromatic alcohols, with yields generally above 80%. Although the analogous N-H insertions are rapid at room temperature, the O-H insertion reactions are slower and required heating in refluxing methylene chloride for about 8 hours using 1.0 mol.% catalyst. Fe(TPP)Cl was also found to be effective for tandem N-H insertion/cyclization reactions when 1,2-diamines and 1,2-alcoholamines were treated with diazo reagents to give piperazinones and morpholinones and related analogs such as quinoxalinones and benzoxazin-2-ones. This approach provides a new one-pot route for synthesizing these classes of heterocyclic compounds.

Confinement of Fe–Al-PMOF catalytic sites favours the formation of pyrazoline from ethyl diazoacetate with an unusual sharp increase of selectivity upon recycling

2018 ◽  
Vol 54 (73) ◽  
pp. 10308-10311 ◽  
Author(s):  
Brian Abeykoon ◽  
Thomas Devic ◽  
Jean-Marc Grenèche ◽  
Alexandra Fateeva ◽  
Alexander B. Sorokin
Keyword(s):  
Sharp Increase ◽  
Iron Porphyrin ◽  
Ethyl Diazoacetate ◽  
Catalytic Sites

Catalysis inside a porphyrinic MOF resulted in the formation of pyrazoline from ethyl diazoacetate which was not observed in the presence of a homogeneous iron porphyrin.

ChemInform Abstract: Iron Porphyrin-Catalyzed Three-Component Reaction of Ethyl Diazoacetate with Aliphatic Amines and β,γ-Unsaturated α-Keto Esters.

ChemInform ◽  
2014 ◽  
Vol 45 (21) ◽  
pp. no-no
Author(s):  
Chaoqun Ma ◽  
Dong Xing ◽  
Changwei Zhai ◽  
Jiuwei Che ◽  
Shunying Liu ◽  
...  
Keyword(s):  
Aliphatic Amines ◽  
Iron Porphyrin ◽  
Ethyl Diazoacetate ◽  
Keto Esters ◽  
Three Component Reaction

Iron Porphyrin-Catalyzed Three-Component Reaction of Ethyl Diazoacetate with Aliphatic Amines and β,γ-Unsaturated α-Keto Esters

2013 ◽  
Vol 15 (24) ◽  
pp. 6140-6143 ◽  
Author(s):  
Chaoqun Ma ◽  
Dong Xing ◽  
Changwei Zhai ◽  
Jiuwei Che ◽  
Shunying Liu ◽  
...  
Keyword(s):  
Aliphatic Amines ◽  
Iron Porphyrin ◽  
Ethyl Diazoacetate ◽  
Keto Esters ◽  
Three Component Reaction
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