Figure 1
Some reactions employing diazocarbonyl compounds.
Figure 2
Common methods to prepare diazocarbonyl compounds.
Figure 3
Synthesis of terminal α-diazocarbonyl compounds by acylation of diazomethane and some representative examples.
Figure 4
Commercially available diazomethane precursors and other related compounds.
Figure 5
Synthesis of unsaturated diazoketones by diazomethane acylation.
Figure 6
Some synthetics intermediates obtained by acylation of higher diazoalkanes.
Figure 7
Burtoloso’s synthesis of Z and E α,β-unsaturated diazoketones.
Figure 8
Examples of Z and E α,β-unsaturated diazoketones prepared by Burtoloso’s methodology.
Figure 9
Synthesis of highly hindered diazoketone by Nicolaou and co-workers.
Figure 10
Synthesis of diazoketones from acyloxyphosphonium salts and diazomethane.
Figure 11
Improved Arndt-Eistert synthesis of α-diazoketones by Pace and co-workers.
Figure 12
The “one-step” route to the synthesis of α-amino diazoketones published by Siciliano and co-workers.
Figure 13
In situ diazomethane formation and cypropanation in a biphasic system proposed by Morandi and Carreira.
Figure 14
In situ generation of diazomethane and dual-channel microreactor with membrane for diazomethane extraction.
Figure 15
Generation of diazomethane in a tube-in-tube (TiT) reactor.
Figure 16
In situ generation of anhydrous solutions of diazomethane in a semibatch apparatus.
Figure 17
Preparation of diazocarbonyl compounds by simple diazo transfer reaction.
Figure 18
Regitz and Gupta deformylating diazo transfer procedure for the preparation of diazoketones.
Figure 19
Trifluoracetylation/detrifluoroacetylation diazo transfer method.
Figure 20
Benzoylation/debenzoylation diazo transfer procedure described by Taber and co-workers.
Figure 21
Diazocarbonyl transfer method.
Figure 22
A tandem reaction synthesis of α-diazoketone.
Figure 23
Sulfonyl azide derivatives that have been used as an alternative to tosyl azide.
Figure 24
Imidazolesulfonyl azides salts and two-step synthesis of free base imidazolesulfonyl azide.
Figure 25
Application of ionic liquid-supported sulfonyl azide in diazotransfer reaction.
Figure 26
A green diazo transfer method using polymer-supported benzenesulfonyl azide and catalytic amount of base in water.
Figure 27
Magnetic benzenesulfonyl azide as transfer agent in diazo transfer reactions.
Figure 28
Large scale synthesis of α-diazocarbonyl compound and synthesis of α-diazo-β-keto sulfoxides under continuous flow conditions.
Figure 29
Prepare of a key intermediate in the synthesis of milnacipran by diazo transfer reaction in continuous flow.
Figure 30
Some applications of the amine diazotization method to produce ethyl diazoacetate.
Figure 31
Examples of synthesis and applicability of fluorinated diazoalkanes.
Figure 32
General dehydrogenation reaction of hydrazones.
Figure 33
New route for dehydrogenation of hydrazones.
Figure 34
Alternative route for dehydrogenation of hydrazones.
Figure 35
Diazomethane-free conversion of acyl chlorides to diazoketones.
Figure 36
Examples of Bamford-Stevens reactions to convert carbonyl compounds in diazo derivatives.
Figure 37
Reaction described by House for the synthesis of α-diazoesters.
Figure 38
Example of the House method modification proposed by Corey and Myers.
Figure 39
Synthesis of diazo compounds from bromoacetates.
Figure 40
The Forster’s reaction.
Figure 41
Acid catalyzed fragmentation of an aryl triazene derivative for the formation of ethyl diazoacetate.
Figure 42
Fragmentation of a triazene derivative under basic conditions.
Figure 43
Conversion reaction of organoazides to diazo compounds mediated by phosphine.
Figure 44
Development of diazo compounds in water mediated by the developed phosphine.
Figure 45
Halogenation of diazocetates.
Figure 46
Substitution of α-hydrogen by silyl group as strategy for the bisaldolization of diazoketone.
Figure 47
TBAF-Induced Aldol-Type Addition of TES-Diazoacetone and Mukaiyama Aldol-Type Addition of TIPS-diazoacetone to a range of Aldehydes.
Figure 48
Base-mediated Aldol-type additions with α-diazocarbonyl compounds.
Figure 49
Aldol-type coupling of α-diazocarbonyl compounds using deep eutectic solvent (DES) as dual solvent/catalyst.
Figure 50
The C-C coupling of the terminal diazocarbonyl with other electrophiles.
Figure 51
The coupling reaction between acyl imidazolide and α-diazoketones.
Figure 52
Asymmetric aldol reaction of diazoketoesters.
Figure 53
Asymmetric coupling reaction of diazoketoesters with imines.
Figure 54
Palladium-catalyzed cross-coupling of vinyl or aryl iodides/ Carbonylative coupling of aryl Iodides with ethyl diazoacetate.
Figure 55
Diazoacetylation reaction with diazocarbonyl compounds.
Figure 56
One pot synthesis of 2 and 3-pyrrolidines from α,β-unsaturated diazoketones.
Figure 57
Preparation and reaction of vinyldiazoesters.
Figure 58
Application of the silyl enol ethers of diazoacetates.
Figure 59
Different cycloadditions pathways of enoldiazo compounds.
Traditional and New methods for the Preparation of Diazocarbonyl Compounds
