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Search for "nitroarene" in Full Text gives 11 result(s) in Beilstein Journal of Organic Chemistry.
Cryptophycin unit B analogues
Beilstein J. Org. Chem. 2025, 21, 526–532, doi:10.3762/bjoc.21.40
- formation and N-Boc-protection [24] provided nitroarene 5 in 40% yield over three steps. Reduction of the nitro group was performed with Pd/C and hydrogen to obtain aniline 6 in 98% yield, which served as a precursor for mono- and dimethylated unit B derivatives 7 and 8, respectively. While dimethylaniline
Electrocatalytic hydrogenation of cyanoarenes, nitroarenes, quinolines, and pyridines under mild conditions with a proton-exchange membrane reactor
Beilstein J. Org. Chem. 2024, 20, 1560–1571, doi:10.3762/bjoc.20.139
- anilines were obtained. The quinoline reduction was efficiently promoted by adding a catalytic amount of p-toluenesulfonic acid (PTSA) or pyridinium p-toluenesulfonate (PPTS). Pyridine was also reduced to piperidine in the presence of PTSA. Keywords: cyanoarene; nitroarene; PEM reactor; pyridine
- of the nitroarene electro-reduction was explored (Scheme 3). To obtain products in high yields, the electrolysis was performed until the substrates were consumed. First, nitroarenes bearing electron-donating groups were investigated. Nitroarenes 4b–d bearing methyl groups gave the corresponding
Synthesis of 2-benzyl N-substituted anilines via imine condensation–isoaromatization of (E)-2-arylidene-3-cyclohexenones and primary amines
Beilstein J. Org. Chem. 2024, 20, 1468–1475, doi:10.3762/bjoc.20.130
- are not always readily accessible. Typically, the preparation methods involve SNAr reactions with N-centered nucleophiles [5], nitroarene reduction [6] and transition metal (e.g., Pd, Cu)-catalyzed C–N cross coupling of aryl halides, aryl sulfonates or arylboronic acid reagents with ammonia or NH
Carbonylative synthesis and functionalization of indoles
Beilstein J. Org. Chem. 2024, 20, 973–1000, doi:10.3762/bjoc.20.87
- 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
Recent advancements in iodide/phosphine-mediated photoredox radical reactions
Beilstein J. Org. Chem. 2023, 19, 1785–1803, doi:10.3762/bjoc.19.131
- has emerged as an attractive approach for nitroarene reduction [43][44]. In 2021, Huang and colleagues discovered a photoredox system that did not require any transition metal or other photosensitizers [45]. This system employed a combination of NaI and PPh3 to achieve highly selective reduction of
Transition-metal-free [3 + 3] annulation of indol-2-ylmethyl carbanions to nitroarenes. A novel synthesis of indolo[3,2-b]quinolines (quindolines)
Beilstein J. Org. Chem. 2018, 14, 194–202, doi:10.3762/bjoc.14.14
- to quinoline can be considered as an umpolung of the Skraup quinoline synthesis since it uses reversed polarity of reagents, where the C=C–NO2 fragment of the nitroarene is the electrophile reacting with an arylmethyl carbanion, the nucleophile (Scheme 2). Recently, we used the reactions of
- first one, both reagents, C–H acid and nitroarene, upon treatment with a relatively weak base such as DBU and a silylating agent or Lewis acid, undergo slow transformation to the quinoline derivative. In this process, a low concentration of the σH-adduct is postulated. Another approach uses a strong
Binding abilities of polyaminocyclodextrins: polarimetric investigations and biological assays
Beilstein J. Org. Chem. 2017, 13, 2751–2763, doi:10.3762/bjoc.13.271
- modelled as a mixture of independent virtual weak bases. We already have employed these products as capping agents for the preparation of silver nanocomposites [37], which in turn have been tested as catalysts for nitroarene reduction and as antimicrobial agents in synergism with classical antibiotics [40
Homologated amino acids with three vicinal fluorines positioned along the backbone: development of a stereoselective synthesis
Beilstein J. Org. Chem. 2017, 13, 2316–2325, doi:10.3762/bjoc.13.228
- reductions to arylamines were successful, an alternative approach was investigated in which the nitroarene group would be converted into the corresponding acetanilide 43. If this approach were successful, it was envisaged that the acetanilide 43 could be directly oxidised to carboxylic acid 44, thereby
Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane
Beilstein J. Org. Chem. 2016, 12, 2614–2619, doi:10.3762/bjoc.12.257
- rates was initially performed and the results are reported in Table 1. As data show, the reaction is very fast and a complete conversion of nitroarene 1a to aniline 2a was achieved with very short residence times (10, 5 and 2.5 min, Table 1, entries 1–3). With a 1.2 minutes residence time, 91
Coupled chemo(enzymatic) reactions in continuous flow
Beilstein J. Org. Chem. 2011, 7, 1449–1467, doi:10.3762/bjoc.7.169
- feasibility and applicability of this process for the screening of nitroarene conversions. The cascade-reactor approach is also powerful for the multistep enzymatic processes involving more than three reaction steps. An illustrative example is the continuous conversion of D-3-phosphoglycerate (57) into D
Synthesis of rigidified flavin–guanidinium ion conjugates and investigation of their photocatalytic properties
Beilstein J. Org. Chem. 2009, 5, No. 26, doi:10.3762/bjoc.5.26
- activity was investigated in benzyl ester cleavage, nitroarene reduction and a Diels–Alder reaction. The modified flavins photocatalyze the reactions, but the introduced substrate binding site does not enhance their performance. Keywords: flavin; guanidine; Kemp’s acid; photocatalysis; template
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