Selective Reduction Of Carbonyl Group Research Articles

Selective C–F and C–H Activation of Fluoroarenes by Fe(PMe3)4 and Catalytic Performance of Iron Hydride in Hydrosilylation of Carbonyl Compounds

The reactions of perfluorinated toluene (CF3C6F5), pentafluoropyridine (C5NF5), and hexafluorobenzene (C6F6) with the iron(0) complex Fe(PMe3)4 were investigated. The Fe(I) complexes (4-CF3C6F4)Fe(PMe3)4 (1), (4-C5NF4)Fe(PMe3)4 (2), and (C6F5)Fe(PMe3)4 (3) were obtained by selective activation of the C–F bonds. However, under similar reaction conditions, the reaction of Fe(PMe3)4 with perfluoronaphthalene (C10F8) afforded a π-coordinated Fe(0) complex, (η4-1,2,3,4-C10F8)Fe(PMe3)3 (4), and the expected C–F bond activation reaction was not observed. The expected iron hydride (C6F5)FeH(PMe3)4 (6) could be obtained in a yield of 80% by the reaction of bromopentafluorobenzene with Fe(PMe3)4 and subsequent reduction with NaBH4. The molecular structures of complexes 2, 4, and 6 were determined by single-crystal X-ray diffraction. Complexes 1–4 and 6 could be used as catalysts for the hydrosilylation of carbonyl compounds. Among them, complex 6 is the best catalyst. The selective reduction of carbonyl groups of α...

ChemInform Abstract: Selective Reduction of Carbonyl Groups in the Presence of Low‐Valent Titanium Reagents.

AbstractThe outcome of the reaction is strongly temperature‐dependent.

Selective reduction of carbonyl groups in the presence of low-valent titanium reagents

The chemoselective reduction of several structurally diverse compounds containing carbonyl groups was achieved in the presence of low-valent titanium reagents. This novel synthetic method provides easy access to highly selective reduction of carbonyl groups, and possesses several advantages including one-step procedure, convenient manipulation, good to excellent yields, and short reaction times.

A New Strategy for the Synthesis of γ‐Nitro Alcohols from Aliphatic Nitro Compounds.

AbstractFor Abstract see ChemInform Abstract in Full Text.

A New Strategy for the Synthesisof γ-Nitro Alcohols from Aliphatic Nitro Compounds

A general method for the synthesis of γ-nitro alcohols 1 via C-C-cross-coupling of nitro compounds 3 with silyl derivatives of nitro compounds 4, deoximination of resulting substrates and selective reduction of carbonyl group of ketones 2 is elaborated.

Lithium borohydride-catalysed selective reduction of carbonyl group of conjugated and unconjugated alkenones with borane in tetrahydrofuran

In the presence of a catalytic amount of LiBH4, BH3 in THF selectively reduced the carbonyl group of conjugated and unconjugated alkenones at –50 °C to quantitatively provide the corresponding alkenols on subsequent hydrolysis.

ChemInform Abstract: Selective Reduction of Carbonyl Groups with Systems Composed of (η 5‐C5H5)2MoH2 and Protonic Acids: New Highly Regio‐ and Diastereoselective Reduction of Ketones.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform Abstract: Selective Reduction of the Carbonyl Group of Functional Nitroaromatic Derivatives: A New Application of Complex Reducing Agents ZnCRASi.

The selective reduction of carbonyl group of aromatic nitroketones or aldehydes into aromatic nitroalcohols has been achieved by Me3SiCl modified Zinc containing Complex Reducing Agent (ZnCRASi).

Selective Reduction of the Carbonyl Group of Functional Nitroaromatic Derivatives: A New Application of Complex Reducing Agents ZnCRASi

Abstract The selective reduction of carbonyl group of aromatic nitroketones or aldehydes into aromatic nitroalcohols has been achieved by Me3SiCl modified Zinc containing Complex Reducing Agent (ZnCRASi).

Selective reduction of carbonyl groups with systems composed of (η5-C5H5)2MoH2and protonic acids: new highly regio- and diastereo-selective reduction of ketones

The system consisting of (η5-C5H5)2MoH2 and protonic acids such as RCO2H, HCl, and p-McC6H4SO3H reduced aldehydes and ketones under mild conditions chemoselectively; an extremely high diastereoselectivity was achieved by using the reaction intermediate (η5-C5H5)2Mo(H)OSO2C6H4Me-p in the reduction of 4-t-butylcyclohexanone.

ChemInform Abstract: SYNTHESIS OF 3‐(4‐PIPERIDYLIDENE)‐1,3‐DIHYDRO‐2H‐INDOL‐2‐ONE DERIVATIVES

AbstractDie Zielverbindungen (VI) werden ausgehend von dem geschützten Piperidon (I) und dem Indolon (II), wie im Formelschema angegeben, synthetisiert.

Synthesis of 3-(4-Piperidylidene)-1,3-dihydro-2H-indol-2-one Derivatives

Abstract 3-[1-(2-Aryl-2-hydroxyethyl)-4-piperidylidene]-1,3-dihydro-2H-indol-2-one with structure II, as potential antihypertensive agent was synthesized. The intermediates, 3-[1-(2-aryl-2-oxoethyl)-4-piperidylidene]-1,3-dihydro-2H-indol-2-one (5) were prepared from 4-piperidone via 4 steps. Selective reduction of carbonyl group in 5 was realized using diisobutyl aluminium hydride to afford compound II.

水産加工品の〓変に関する研究-V

To clarify the mechanism of the browning reaction observed in fish products, the separation and identification of a few intermediate products were carried out in model browning systems. Acetaldehyde and 2-hexenal, the main aldehydes in autoxidized oil, were incubated with ammonia ethanol solution at 37°C for 4 days. From the reaction mixture containing acetaldehyde, carbonyl compounds were separated as their 2, 4-dinitrophenylhydrazones by T. L. C. (Fig. 2). As a result, crotonaldehyde and aldol were identified as the main products (Table 1), and the occur-rence of these aldehydes indicated that aldol condensation had occurred. As crotonaldehyde has a higher browning potential than acetaldehyde (Fig. 3), it is assumed to be polymerized without much accumulation. From 2-hexenal, the formation of 2-(1-butenyl)-octa-2, 4-dienal as the first browning substance was proved by elementary analysis (Table 2), NMR spectrum (Fig. 5) and mass spectrum (Fig. 5). This substance was formed also by aldol condensation and the dehydration of two molecules of 2-hexenal. Correlating these results with the facts that the browning of acetaldehyde was faster in DMSO than in ethanol (Fig. 4), and the selective reduction of carbonyl groups faded the browning substances almost completely (Fig. 7), the authors concluded that aldol condensation was the main reaction in the early stage of browning.