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Search for "intermolecular coupling" in Full Text gives 13 result(s) in Beilstein Journal of Organic Chemistry.
Hypervalent iodine-catalyzed amide and alkene coupling enabled by lithium salt activation
Beilstein J. Org. Chem. 2024, 20, 1405–1411, doi:10.3762/bjoc.20.122
- simple lithium salts for hypervalent iodine catalyst activation. The activated hypervalent iodine catalyst allows the intermolecular coupling of soft nucleophiles such as amides onto electronically activated olefins with high regioselectivity. Keywords: amide coupling; hypervalent iodine catalysis
Distinctive reactivity of N-benzylidene-[1,1'-biphenyl]-2-amines under photoredox conditions
Beilstein J. Org. Chem. 2020, 16, 1335–1342, doi:10.3762/bjoc.16.114
- photocatalytic synthetic methods are mainly limited to aniline-based substrates and do not encompass aliphatic amines. We planned the synthesis of 1,2-diamine compounds having an aliphatic amine moiety by the intermolecular coupling of N-benzylidines with aliphatic amines that not only act as coupling partner
Synthesis of naturally-derived macromolecules through simplified electrochemically mediated ATRP
Beilstein J. Org. Chem. 2017, 13, 2466–2472, doi:10.3762/bjoc.13.243
- polymerizations was well-controlled by applying optimal potential values during preparative electrolysis to prevent the possibility of intermolecular coupling of the growing polymer arms. This appears to be the first report using on-demand seATRP for the synthesis of QC-(PtBA-Br)5 pseudo-star polymers. The
Solid-state mechanochemical ω-functionalization of poly(ethylene glycol)
Beilstein J. Org. Chem. 2017, 13, 1963–1968, doi:10.3762/bjoc.13.191
- establish that unfunctionalized polymers were all recovered after reaction as unreacted mPEG and not as mPEG dimers resulting from the intermolecular coupling of two chains. Interestingly, in solvent-based synthesis, dilute conditions are typically required to avoid intermolecular reactions between chains
Diastereoselective anodic hetero- and homo-coupling of menthol-, 8-methylmenthol- and 8-phenylmenthol-2-alkylmalonates
Beilstein J. Org. Chem. 2017, 13, 33–42, doi:10.3762/bjoc.13.5
- ], and in intermolecular coupling of radicals generated by anodic decarboxylation of carboxylic acids [15][16]. At the anode radicals can be generated by anodic decarboxylation of carboxylic acids in molar quantities, in a simple procedure, unaffected by cage effects and in large diversity. For that
Cross-dehydrogenative coupling for the intermolecular C–O bond formation
Beilstein J. Org. Chem. 2015, 11, 92–146, doi:10.3762/bjoc.11.13
Recent advances in the electrochemical construction of heterocycles
Beilstein J. Org. Chem. 2014, 10, 2858–2873, doi:10.3762/bjoc.10.303
- order to obtain reasonable reaction rates. When the radical cation is trapped with a hydroxy group, the use of 2,6-lutidine is sufficient. However, a stronger base such as NaOMe is needed when tosylamines are converted in order to facilitate the cyclization reaction and to suppress intermolecular
- coupling. In addition to enol ethers 1, vinyl sulfides and ketene acetals have successfully been cyclized according to Scheme 2 [34][35][36]. An interesting modification of this anodic coupling method was achieved by Yoshida, Nokami and co-workers using the “cation pool” concept [37][38][39]. In this
The influence of intraannular templates on the liquid crystallinity of shape-persistent macrocycles
Beilstein J. Org. Chem. 2014, 10, 910–920, doi:10.3762/bjoc.10.89
- detected in the GPC analysis. The template has therefore two effects in the cyclization: (1) The terminal acetylenes are hold in proximity, thus, an intramolecular reaction is favored over an intermolecular reaction. (2) If an intermolecular coupling has occurred, the template leads to easily separable
IBD-mediated oxidative cyclization of pyrimidinylhydrazones and concurrent Dimroth rearrangement: Synthesis of [1,2,4]triazolo[1,5-c]pyrimidine derivatives
Beilstein J. Org. Chem. 2013, 9, 2629–2634, doi:10.3762/bjoc.9.298
- derivatives as the one-carbon cyclizing agent [12] and the dehydrative cyclization of carboxylic acid N'-(pyrimidin-4-yl)-hydrazide and ring rearrangement [13]. Recently, Thiel and coworkers have also established an efficient palladium-catalyzed intermolecular coupling of aldehyde-derived hydrazones with
Gold-catalyzed intermolecular coupling of sulfonylacetylene with allyl ethers: [3,3]- and [1,3]-rearrangements
Beilstein J. Org. Chem. 2013, 9, 1724–1729, doi:10.3762/bjoc.9.198
- ]-rearrangement products through the formation of a tight ion–dipole pair. Keywords: gold catalysis; intermolecular coupling; [1,3]-rearrangement; [3,3]-sigmatropic rearrangement; sulfonylacetylene; Introduction Homogeneous gold catalysis has been established during the last decade as a prominent tool in
- organic chemistry, mediating a variety of C–C and C–X (heteroatom) bond formations, various tandem reactions and rearrangements [1]. Despite these significant advances, overcoming entropic penalty in intermolecular coupling of alkenes with alkynes is still a major challenge in gold catalysis, reflected by
- of an excess component. Expanding upon the intermolecular coupling reactions of readily available alkenes with alkynes would significantly enhance the synthetic utility of gold catalysis and therefore should find fruitful applications. While it has been known for a long time that allyl alcohols
Palladium-catalyzed C–N and C–O bond formation of N-substituted 4-bromo-7-azaindoles with amides, amines, amino acid esters and phenols
Beilstein J. Org. Chem. 2012, 8, 2004–2018, doi:10.3762/bjoc.8.227
- phenols (Scheme 1), to yield new important intermediates for one of our medicinal chemistry programs. To the best of our knowledge this is the first report on intermolecular coupling of 4-bromo-7-azaindole with amides, amino acid esters and phenols. Results and Discussion 4-Bromo-7-azaindole derivative 1
A concise synthesis of 3-(1-alkenyl)isoindolin-1-ones and 5-(1-alkenyl)pyrrol-2-ones by the intermolecular coupling reactions of N-acyliminium ions with unactivated olefins
Beilstein J. Org. Chem. 2012, 8, 192–200, doi:10.3762/bjoc.8.21
- . The coupling reactions of N-acyliminium ions with various carbon nucleophiles, such as allylsilanes, alkylmetals, TMSCN, 1,3-dicarbonyls, isonitriles, enol derivatives and aromatics has been studied extensively [15][16][17]. Few reports are found to deal with the intermolecular coupling reactions of N
- ). The use of a larger amount of catalyst led to an increase in the yield of the coupling product 3a (Table 1, entries 1–3). This observation is general for most of the intermolecular coupling reactions of N-acyliminium ions with the weakest nucleophiles [14][15][16]. Of the catalysts examined, BF3·OEt2
- -hydroxypyrrol-1-ones with olefins in the presence of BF3·OEt2. Optimization of the intermolecular coupling reaction of 1a with 2a.a The reactions of 3-hydroxyisoindol-1-one 1a with olefins 2 in the presence of BF3·OEt2.a The reactions of 3-hydroxyisoindol-1-one (1b,c) with olefins 2 in the presence of BF3·OEt2
Recent advances in the gold-catalyzed additions to C–C multiple bonds
Beilstein J. Org. Chem. 2011, 7, 897–936, doi:10.3762/bjoc.7.103
- for a long time, its ability to behave as a soft Lewis acid has only been recently recognized. Such a property allows it to activate unsaturated functionalities such as alkynes, alkenes, and allenes, to create C–C bonds under extremely mild conditions [15]. 4.1 Intermolecular coupling An unprecedented
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