Carbonylative synthesis and functionalization of indoles

• Alex De Salvo,
• Raffaella Mancuso and
• Xiao-Feng Wu

Beilstein J. Org. Chem. 2024, 20, 973–1000, doi:10.3762/bjoc.20.87

• conditions (200 °C and 80 bar CO) for 5 hours in the presence of catalysts such as Fe(CO)5, Ru3(CO)12, or Rh6(CO)16 [21]. The process was not selective because aniline derivatives and other byproducts were also formed; moreover, the substrate conversion, in some cases, was not complete (Scheme 8). In

• nitroarene is required for the reaction [32]. When Pd(phen)2(BF4)2 was used in conjunction with Ru3(CO)12 the yield of the indole products increased. Additionally, when 4-fluorophenylacetylene and nitrobenzene were used as substrates the indole skeleton of fluvastatin and other pharmaceutically active

C3-Alkylation of furfural derivatives by continuous flow homogeneous catalysis

• Grédy Kiala Kinkutu,
• Catherine Louis,
• Myriam Roy,
• Juliette Blanchard and
• Julie Oble

Beilstein J. Org. Chem. 2023, 19, 582–592, doi:10.3762/bjoc.19.43

• starting material had proved to be the most reactive imine in batch, leading, in the presence of 5 mol % of [Ru3(CO)12] and 3 equivalents of triethoxyvinylsilane in toluene at 150 °C after 5 h, to the alkylated aldehyde 2a with 62% yield, after purification on silica gel (Scheme 2) [21][39]. The flow

• reactants and catalyst. Initial tests with the commercial complex [Ru3(CO)12] at high temperature with different residence times provided the desired C3-alkylated imine I2a in NMR yields ranging from 30% to 65% (Table 1, entries 1–3 and Table S1 in Supporting Information File 1, p. S10). A continuous flow

• of [Ru3(CO)12] indicates that comp1 is slightly less active than [Ru3(CO)12]. Beside these three catalysts, a fourth one [Ru3(CO)11(PPh3)] comp4, was also used for this study. For the continuous flow reaction, we observed, for the same residence time, a slight decrease in performance with comp1

Chemical syntheses and salient features of azulene-containing homo- and copolymers

• Vijayendra S. Shetti

Beilstein J. Org. Chem. 2021, 17, 2164–2185, doi:10.3762/bjoc.17.139

• aqueous acid solution. Further, the coordination of polymers 37 and 39 to a multinuclear Ru cluster was investigated by the same group [32]. The organometallic complexes 40–43 were synthesized by treating polymers 37 and 39 with Ru3(CO)12 in refluxing xylene (Scheme 9). The ruthenium content in these

Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update

• Bin Yu,
• Hui Xing,
• De-Quan Yu and
• Hong-Min Liu

Beilstein J. Org. Chem. 2016, 12, 1000–1039, doi:10.3762/bjoc.12.98

• range of substituted olefins and unprotected 3-hydroxy-2-oxindoles were examined under these conditions, giving the corresponding products in excellent yields (up to 95%) and with good diastereoselectivities (up to 20:1 dr). A plausible catalytic mechanism was proposed as shown in Scheme 12. [Ru3(CO)12

Intramolecular carbenoid ylide forming reactions of 2-diazo-3-keto-4-phthalimidocarboxylic esters derived from methionine and cysteine

• Marc Enßle,
• Stefan Buck,
• Roland Werz and
• Gerhard Maas

Beilstein J. Org. Chem. 2012, 8, 433–440, doi:10.3762/bjoc.8.49

• ) complexes [44], we found that the saccharinato complex [Ru2(CO)5[μ-sac)2]2 [45], the acetato complex [Ru2(CO)4(μ-OAc)2]n and the trinuclear ruthenium(0) complex Ru3(CO)12 (3 mol % of catalyst in each case) gave yields of 74, 69, and 49% for the conversion of 11a to 20. The rhodium-catalysed formation of a

Olefin metathesis in nano-sized systems

• Didier Astruc,
• Abdou K. Diallo,
• Sylvain Gatard,
• Liyuan Liang,
• Cátia Ornelas,
• Victor Martinez,
• Denise Méry and
• Jaime Ruiz

Beilstein J. Org. Chem. 2011, 7, 94–103, doi:10.3762/bjoc.7.13

• and provided the first recyclable metallodendritic catalysts [21]. Moreover, dendritic bis-phosphines with two phenyl groups on each phosphorus atom very cleanly yielded the first dendrimers decorated with clusters at the periphery via an efficient electron-transfer-chain reaction using [Ru3(CO)12

• ] catalyzed by [FeICp(η6-C6Me6)] leading to the substitution of a carbonyl of the [Ru3(CO)12] by a dendritic phosphine on each tether [22]. Related dendritic bis-phosphines with two cyclohexyl groups on each phosphorus were decorated with ruthenium benzylidene metathesis functions using Hoveyda’s ruthenium

A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis

• Magnus Rueping and
• Boris J. Nachtsheim

Beilstein J. Org. Chem. 2010, 6, No. 6, doi:10.3762/bjoc.6.6

• % [Rh(cod)2]BF4, 4 mol% PPh3 and HBF4•OEt2 was necessary for sufficient reactivity; yet electron-rich and N-alkylated anilines react without a metal catalysis in the presence of catalytic amounts of HBF4 (Scheme 20). About the same time a Ru3(CO)12-catalyzed hydroarylation of anilines was reported as

Ru-catalyzed dehydrogenative coupling of carboxylic acids and silanes - a new method for the preparation of silyl ester

• Guo-Bin Liu and
• Hong-Yun Zhao

Beilstein J. Org. Chem. 2008, 4, No. 27, doi:10.3762/bjoc.4.27

• Guo-Bin Liu Hong-Yun Zhao Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P.R.China. Tel: ++86-2151370613; Fax:++86-21-513201101 10.3762/bjoc.4.27 Abstract Ru3(CO)12/EtI has been found to be an efficient catalyst system for the dehydrosilylation of carboxylic acids

• with silanes. In the presence of 1 mol% Ru3(CO)12 and 4 mol% EtI, dehydrosilylation reactions in toluene afforded the corresponding silyl esters at 100 °C in good and high yields. Keywords: carboxylic acids; ethyl iodide; Ru3(CO)12; silanes; silylation; Introduction Polymers composed of

• finding that a catalytic system of dodecacarbonyltriruthenium and ethyl iodide [Ru3(CO)12/EtI] effectively promotes the dehydrogenative coupling of carboxylic acids with silanes, yielding the corresponding silyl esters selectively. The results are summarized in Scheme 1 and Table 1–Table 4