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Search for "diarylmethanol" in Full Text gives 7 result(s) in Beilstein Journal of Organic Chemistry.
Efficient one-step synthesis of diarylacetic acids by electrochemical direct carboxylation of diarylmethanol compounds in DMSO
Beilstein J. Org. Chem. 2024, 20, 2392–2400, doi:10.3762/bjoc.20.203
- , Japan 10.3762/bjoc.20.203 Abstract An efficient one-step synthesis of diarylacetic acids was successfully performed by electrochemical direct carboxylation of diarylmethanol compounds in DMSO. Constant-current electrolysis of diarylmethanol species in DMSO using a one-compartment cell equipped with a
- Pt cathode and a Mg anode in the presence of carbon dioxide induced reductive C(sp3)−O bond cleavage at the benzylic position in diarylmethanol compounds and subsequent fixation of carbon dioxide to produce diarylacetic acids in good yield. This protocol provides a novel and simple approach to
- diarylacetic acids from diarylmethanol species and carbon dioxide without transformation of the hydroxy group into appropriate leaving groups, such as halides and esters including carbonates. Keywords: C(sp3)–O bond cleavage; diarylacetic acid; diarylmethanol; electrochemical reduction; fixation of carbon
Recent applications of chiral calixarenes in asymmetric catalysis
Beilstein J. Org. Chem. 2018, 14, 1389–1412, doi:10.3762/bjoc.14.117
- chiral calix[4]arenes (±)-1 and (±)-2 containing a quaternary ammonium moiety together with a hydroxymethyl and diarylmethanol moiety in an optically pure form, respectively (Figure 1) [37]. In order to see the beneficial effect of the diarylmethanol structure in this catalysts, they were applied to the
- asymmetric Michael addition reaction of thiophenol could be catalyzed by inherently chiral calixarenes bearing amino alcohol/phenol structure [47][48]. In order to see the effect of the diarylmethanol moiety, Shirakawa and Shimizu used 43 (Figure 6) as organocatalyst in the Michael addition reaction between
- applied in the palladium-catalyzed Tsuji–Trost allylation reaction. BINOL-derived calix[4]arene-diphosphite ligands. Inherently chiral calix[4]arene 43 containing a diarylmethanol structure. Calix[4]arene-based chiral primary amine–thiourea catalysts. Novel prolinamide organocatalysts based on the calix[4
A selective removal of the secondary hydroxy group from ortho-dithioacetal-substituted diarylmethanols
Beilstein J. Org. Chem. 2018, 14, 1229–1237, doi:10.3762/bjoc.14.105
- , allylic and tertiary alcohols, including the first example of a diarylmethanol (benzhydrol) reduction to diarylmethane (diphenylmethane) [27]. Results and Discussion The synthesis of ortho-1,3-dithianylaryl(aryl)methanols 5 and 6, as key substrates for the OH reduction, has been realized according to the
Copper-mediated arylation with arylboronic acids: Facile and modular synthesis of triarylmethanes
Beilstein J. Org. Chem. 2016, 12, 496–504, doi:10.3762/bjoc.12.49
- diarylmethanols 9b–d with phenylboronic acid (10a) was explored by changing one or both of the aryl rings in the diarylmethanol (Table 3) [62]. The copper-catalyzed reaction of phenyl(pyren-1-yl)methanol (9b) with phenylboronic acid (10a) was very facile and the product triarylmethane 11n was obtained in 72
- carbon can be assembled in a two-step protocol, is modular in nature. The first step is the synthesis of diarylmethanol and the second step is the replacement of the hydroxy group in the resulting diarylmethanol by a third aryl group by employing arylboronic acid under copper catalysis. As a proof of
- of diarylmethanol and the other of the arylboronic acid. We designed the protection of the C(4) hydroxy group in the arylboronic aicd with the photolabile 2-nitrobenzyl (NB) group, so that it can be removed without affecting the rest of the molecule. The synthesis of triarylmethane 22 began with the
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
- rare. Lee recently reported a coupling of alcohols with olefins catalyzed by a ruthenium complex to give alkyl-substituted alkenes through the formation of Csp3–Csp2 bonds [10]; Liu reported the FeCl3/TsOH catalyzed coupling of diarylmethanol with styrenes to afford the alkyl-substituted styrenes [11
Gold-catalyzed propargylic substitutions: Scope and synthetic developments
Beilstein J. Org. Chem. 2011, 7, 866–877, doi:10.3762/bjoc.7.99
- diarylmethanol, benzylic and allylic alcohols (Scheme 9) [24][59][60][61]. This reaction was further extended to tertiary alcohols by Asensio [62]. Shortly after the publication of our seminal results [23], the direct substitution of activated (propargylic, benzylic and allylic) alcohols became of increasing
Continuous flow enantioselective arylation of aldehydes with ArZnEt using triarylboroxins as the ultimate source of aryl groups
Beilstein J. Org. Chem. 2009, 5, No. 56, doi:10.3762/bjoc.5.56
- employed for the transmetallation, allowed us to obtain the product in a somewhat better ee, although at the expense of a lower yield (entries 2 and 4). In the optimal conditions, when 2.5 equiv of ZnEt2 and 0.4 equiv of (PhBO)3 were used (entry 3), the diarylmethanol product was obtained in 73% yield and
- flash chromatography on silica gel, 3.2 g of the product (80% yield) was obtained as a white solid, with 81% ee. A single crystallization from hexane afforded 2.4 g (76% yield) with 93% ee. Biologically active diarylmethanol derivatives. Structures of (R)-1,1,2-triphenyl-2-(piperidin-1-yl)ethanol (1
- conditions for the continuous flow process.a Substrate scope in the continuous flow arylation of aldehydes.a Supporting Information Supporting information contains GC and HPLC conditions for the analysis of the diarylmethanol products. Supporting Information File 108: Conditions for the analysis of the
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