6- dione-5-carboxaldehyde

Nitrovin. 2- 3-(5-Nitro-2-furanyl)-l-[2-(5-nitro-2-furanyl)ethenyl]-2-propenyhdene hydrazinecarboximidamide hydrochloride has been marketed for both human and veterinary use as an antibacterial agent. The product, which has also seen use as a veterinary food additive (32), is prepared from 5-nitro-2-furan-carboxaldehyde and acetone followed by treatment of the resulting dione with aininoguariidine (33). 

Conjugate addition, 34-5, 51-2,53, 132, 133 Conjugate hydroxymethylation, 59-60 Copper(n) bromide, 54 Copper([) chloride, 120 Copper(n) chloride, 120 Copper(i) cyanide, 7,52, 53 Copper(i) iodide, 54 Corey s internal quench, 104 Cyanohydrin trimethylsilyl ether, 137 Cycloaddition. 34,112 Cydobutane-l,2-dione, 135 Cyclohept-2-dione, 135 Cyclohex-2-enone, 52,123 Cyclohcxa-1,3-diene, 26 Cyclohexane carboxaldehyde, 22-3,69 73,78... 

By analogy with anthracene, dioxygenation of dibenzothiophene produces 2-hydroxyben-zothiophene-3-carboxaldehyde, and this may be transformed into a number of products including benzothiophene-2,3-dione and further into disulfides and thioindigo (Bressler and Fedorak 2001a,b). 

In total, 185 substances were found in the wing-sac liquid of male S. bilineata from a Costa Rican population. For a more detailed analysis the relative peak area of thirteen focus compounds was compared (Table 14.1). Of these nine were male-specific substances (indole, indol-3-carboxaldehyde, indole-3-carboxylic acid, 2-aminoacetophenon, anthranilic acid, SHJOH-dipyrrolofl -aT -dJpyrazine-5,10-dione (pyrocoll), indolo[2,l-b]quinazoline-6,12-dione (tryptanthrin), 2,6,10-trimethyl-3-oxo-6,10-dodecadienolide, and a compound C15H24O2 of unknown structure), three were fatty acids (tetradecanoic acid, hexadecanoic acid, and octadecanoic acid), and one a steroid (cholesterol). On average, the cumulative peak area of these substances made up 62.5 20.7% of the whole chromatogram area. 

One group of NADH oxidants, which does not fit the proposed reaction scheme in Fig. 2.4 are the metal complexes. Examples of this type include nickel hexacyanoferrate deposited on porous nickel electrodes [29], gold electrodes modified with cobalt hexacyanoferrate films [30] and adsorbed l,10-phenanthroline-5,6-dione complexes of ruthenium and osmium [31]. It is unclear how these systems work and no mechanism has been proposed to date. It may be worth noting that dihydronicotinamide groups have been shown to reduce aldehydes in a non-enzymatic reaction when the reaction is catalysed by zinc, a metal ion [15]. In a reaction between 1,10-phenanthroline-2-carboxaldehyde and N-propyl-l,4-dihydronicotinamide, no reaction was seen in the absence of zinc but when added to the system, the aldehyde was reduced and the nicotinamide was oxidised. This implies that either coordination to, or close proximity of, the metal ion activates... 

Cyclization of 6-(hydroxymethyl)pyrimidine-2,4(l//,3/7)-dione-5-carboxaldehyde 135 with Bp3/Et20 in thioacetic acid gave 133 (R = R = H) (73TL2055). 

Ring-A-aromatic steroids are formed biologically from androst-4-ene-3,17-dione. A series of enzymes, collectively named aromatases, mediate the stepwise oxidation of the methyl group at position 10 to carboxaldehyde (4-1) (Scheme 3.4). The functionality in ring A in essence consists of a vinylogous p-dicarbonyl function, an array known readily to lose one of the carbonyl carbons. The enzyme ehmination aromatase then catalyzes expulsion of the angular carbonyl function to afford estrone (1-2). 

In contrast to the DDA units described above, there are comparatively few dimeric AAD modules. Zimmerman and co-workers have developed a convenient synthesis of 2,6-diaminopyridine-3-carboxaldehyde (DPC), which undergoes a Friedlander reaction with ketones to produce 2-amino-1,8-naphthyridines [37]. For example, the reaction of DPC with tetra-cyclo[6.3.0.0 0 ]undecane-2,7-dione followed by acylation with octanoic anhydride produced 55. A number of diketones reacted similarly with DPC to produce bis-2-amino-l,8-naphthyridines with varying chromophore orientations. 

A Baylis-Hillman reaction was used for the construction of novel arylfuran scaffolds. In a typical example, when phenanthrene-9,10-dione (1.0 mM) was treated with methyl vinyl ketone (3.0 mM) in the presence of titanium tetrachloride (1.0 mM) in dichloromethane at room temperature, 2-methylphenanthro[9,10-i>]furan-3-carboxaldehyde was obtained. A mechanism for the formation of these compounds is discussed in the article <01TL1147>. 

Dimethyl-3-cyclohexene carboxaldehyde Dimethylcyclohexyl methyl ketone 3,4-Dimethylcyclopentane-1,2-dione 4,8-Dimethyl-4,9-decadienal 5,9-Dimethyl-4,8-decadienal... 

Dihydromyrcenyl acetate Dihydrosafrole Dimethyl anthranilate 2,4-Dimethyl-3-cyclohexene carboxaldehyde 3,4-Dimethylcyclopentane-1,2-dione 3,7-Dimethyl-1-octanol Dimethyloctanyl acetate p-a-Di methylstyrene 1,4-Dioxacyclohexadecane-5,16-dione Elecampane (Inula helenium) root oil Elemi gum Estragole Ethoxymethoxymethylphenol Ethyl acetoxyhexanoate Ethyl benzoate Ethyl methylphenylglycidate Ethyl phenylacetate Ethyl phenyl ketone Eucalyptol Farnesol... 

Optimal reaction conditions for the four-component domino reaction, developed by Reddy and coworkers, for the preparation of l-(lH-indol-2-yl)-lH-pyrazolo[l,2-l)]phthalazine-5,10-diones 4 were determined to be treatment of dialkylphthalates, hydrazine hydrate, indole-3-carboxaldehydes, and malono-nitrile or ethyl cyanoacetate with indium chloride (30mol%) as the Lewis... 

A stirred methanolic suspension of 2,3-dihydro-7-methoxy-6-methyl-5,8-dioxo-lH-pyrrolo[l,2-a]indole-9-carboxaldehyde treated under Ng with NaBH4, refluxed ca. 3 min. until a soln. is obtained, stirring continued 45 min. at room temp, under Ng, acetone added followed by a 1 iV FeGlg in 0.1 N HGl soln., dil. with water, and rapidly extracted with methylene chloride -> 2,3-dihydro-9-hydroxymethyl-7-methoxy-6-methyl-lH-pyrrolo[1,2-a] indole-5,8-dione (startg. m. f. 244). Y 80%. G. R. Allen, Jr., J. F. Poletto, and M. J. Weiss, J. Org. Ghem. 30, 2897 (1965). 

The difference between the photoreactivities of cyclobutanone and cyclohexanone has been discussed using Salem theoretical diagrams for coplanar a-cleavage in each ketone. Kimura and co-workers " have studied the effect of ring size on the photochemical reactions of a series of dispiro-cyclobutane-l,3-diones and the derived cyclohexylimines. Funke and co-workers have photolysed a series of cycloalkane carboxaldehydes including cyclobutane carboxaldehyde. 

Biradar and Sasidhar (2011) reported a new series of novel indole analogs via Knoevenagel condensation and evaluated their in vitro antioxidant and cytotoxin activities using three tumor cell lines. 2,5-Disubstituted indole-3-carboxaldehydes undergo NH OAc catalyzed Knoevenagel condensation with barbiturates, thiazoli-dine-2,4-dione and 3-methyl-lH-pyrazol-5(4H)-one in solvent-free microwave-assisted reaction. 

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