3 article(s) from Forezi, Luana da S. M.
Natural bioactive naphthoquinones.
Jump to Figure 1
Chemical structures of vitamins K.
Jump to Figure 2
Redox cycle of menadione.
Jump to Figure 3
Selected approaches for menadione synthesis using silver(I) as a catalyst.
Jump to Scheme 1
Methylation approaches for the preparation of menadione from 1,4-naphthoquinone using tert-butyl hy...
Jump to Scheme 2
Methylation approach of 1,4-naphthoquinone using i) rhodium complexes/methylboronic acid and ii) bi...
Jump to Scheme 3
Synthesis of menadione (10) from itaconic acid.
Jump to Scheme 4
Menadione synthesis via Diels–Alder reaction.
Jump to Scheme 5
Synthesis of menadione (10) using p-cresol as a synthetic precursor.
Jump to Scheme 6
Synthesis of menadione (10) via demethoxycarbonylating annulation of methyl methacrylate.
Jump to Scheme 7
Furan 34 used as a diene in a Diels–Alder reaction for the synthesis of menadione (10).
Jump to Scheme 8
o-Toluidine as a dienophile in a Diels–Alder reaction for the synthesis of menadione (10).
Jump to Scheme 9
Representation of electrochemical synthesis of menadione.
Jump to Scheme 10
Reaction sites and reaction types of menadione as substrate.
Jump to Figure 4
DBU-catalyzed epoxidation of menadione (10).
Jump to Scheme 11
Phase-transfer catalysis for the epoxidation of menadione.
Jump to Scheme 12
Menadione epoxidation using a hydroperoxide derived from (+)-norcamphor.
Jump to Scheme 13
Enantioselective Diels–Alder reaction for the synthesis of asymmetric quinone 50 catalyzed by a chi...
Jump to Scheme 14
Optimized reaction conditions for the synthesis of anthra[9,1-bc]pyranone.
Jump to Scheme 15
Synthesis of anthra[9,1-bc]furanone, anthra[9,1-bc]pyridine, and anthra[9,1-bc]pyrrole derivatives.
Jump to Scheme 16
Synthesis of derivatives employing protected trienes.
Jump to Scheme 17
Synthesis of cyclobutene derivatives of menadione.
Jump to Scheme 18
Menadione reduction reactions using sodium hydrosulfite.
Jump to Scheme 19
Green methodology for menadiol synthesis and pegylation.
Jump to Scheme 20
Menadione reduction by 5,6-O-isopropylidene-ʟ-ascorbic acid under UV light irradiation.
Jump to Scheme 21
Selected approaches of menadione hydroacetylation to diacetylated menadiol.
Jump to Scheme 22
Thiele–Winter reaction catalyzed by Bi(OTf)3.
Jump to Scheme 23
Carbonyl condensation of menadione using resorcinol and a hydrazone derivative.
Jump to Scheme 24
Condensation reaction of menadione with thiosemicarbazide.
Jump to Scheme 25
Condensation reaction of menadione with acylhydrazides.
Jump to Scheme 26
Menadione derivatives functionalized with organochalcogens.
Jump to Scheme 27
Synthesis of selenium-menadione conjugates derived from chloromethylated menadione 84.
Jump to Scheme 28
Menadione alkylation by the Kochi–Anderson method.
Jump to Scheme 29
Menadione alkylation by diacids.
Jump to Scheme 30
Menadione alkylation by heterocycles-substituted carboxylic acids.
Jump to Scheme 31
Menadione alkylation by bromoalkyl-substituted carboxylic acids.
Jump to Scheme 32
Menadione alkylation by complex carboxylic acids.
Jump to Scheme 33
Kochi–Anderson method variations for the menadione alkylation via oxidative decarboxylation of carb...
Jump to Scheme 34
Copper-catalyzed menadione alkylation via free radicals.
Jump to Scheme 35
Nickel-catalyzed menadione cyanoalkylation.
Jump to Scheme 36
Iron-catalyzed alkylation of menadione.
Jump to Scheme 37
Selected approaches to menadione alkylation.
Jump to Scheme 38
Menadione acylation by photo-Friedel–Crafts acylation reported by Waske and co-workers.
Jump to Scheme 39
Menadione acylation by Westwood procedure.
Jump to Scheme 40
Synthesis of 3-benzoylmenadione via metal-free TBAI/TBHP system.
Jump to Scheme 41
Michael-type addition of amines to menadione reported by Kallmayer.
Jump to Scheme 42
Synthesis of amino-menadione derivatives using polyalkylamines.
Jump to Scheme 43
Selected examples for the synthesis of different amino-substituted menadione derivatives.
Jump to Scheme 44
Selected examples of Michael-type addition of complex amines to menadione (10).
Jump to Scheme 45
Addition of different natural α-amino acids to menadione.
Jump to Scheme 46
Michael-type addition of amines to menadione using silica-supported perchloric acid.
Jump to Scheme 47
Indolylnaphthoquinone or indolylnaphthalene-1,4-diol synthesis reported by Yadav et al.
Jump to Scheme 48
Indolylnaphthoquinone synthesis reported by Tanoue and co-workers.
Jump to Scheme 49
Indolylnaphthoquinone synthesis from menadione by Escobeto-González and co-workers.
Jump to Scheme 50
Synthesis of menadione analogues functionalized with thiols.
Jump to Scheme 51
Synthesis of menadione-derived symmetrical derivatives through reaction with dithiols.
Jump to Scheme 52
Mercaptoalkyl acids as nucleophiles in Michael-type addition reaction to menadione.
Jump to Scheme 53
Reactions of menadione (10) with cysteine derivatives for the synthesis of quinoproteins.
Jump to Scheme 54
Synthesis of menadione-glutathione conjugate 152 by Michael-type addition.
Jump to Scheme 55
Beilstein J. Org. Chem. 2022, 18, 381–419, doi:10.3762/bjoc.18.43
Naphthoquinones are commonly used in organic synthesis.
Some important natural and synthetic naphthoquinones.
Synthetic studies of BNQs and reactions with amines.
Methods described for the synthesis of β-NQS.
Drugs detected using β-NQSNa.
Reactions between β-NQS and amines.
Isomerization of 4-arylamino-1,2-naphthoquinones.
Synthesis of unsymmetrical 2-amino-4-imino compounds.
Synthesis of bis(isoxazolyl)naphthoquinones from β-NQS.
The reaction of β-NQS with 30 followed by cycle condensation.
Synthesis of 4-(2-amino-5-selenothiazoles)-1,2-naphthoquinones.
Synthesis of amino- and phenoxy-1,2-naphthoquinones.
Synthesis of 4-semicarbazide-1,2-naphthoquinone.
Reactions of 4-azido-1,2-naphthoquinone.
Modifications that can be easily carried out from the products of β-NQS 8.
Derivatives of 1,2-naphthoquinones obtained from β-NQS.
Oximes as well as 4-amino- and 4-phenoxy-1,2-naphthoquinone as potential anti-inflammatory agents.
Synthesis of triazoles from β-NQS.
Synthesis of naphtho[1,2-d]oxazoles from β-NQS.
A) Arylation and vinylation of β-NQS catalyzed by Ni(II) salts. B) Transformation of the 1,2-dicarb...
Benzo[a]carbazole and benzo[c]carbazoles fused with 1,2-naphthoquinone.
Synthesis of 1,2-naphthoquinones having a C=C bond from β-NQS. Method A: NaOH, EtOH/H2O, 40 °C, 2 h...
C=C bond formation from β-NQS and substituted acetonitriles.
Beilstein J. Org. Chem. 2022, 18, 53–69, doi:10.3762/bjoc.18.5
Structures of some bioactive 4-oxoquinoline-3-carboxamide derivatives 1–4 with different bioactive ...
Structural modifications on the 4-oxo-1,4-dihydroquinoline-3-carboxamide scaffold.
Synthetic route for the preparation of 1-ethyl-4-oxoquinoline-3-carboxamide 7.
Reaction steps and main transition state leading to compound 7.
Same scale partial 1H NMR spectra of compounds 5 and 7 (DMSO-d6, 500 MHz).
1H,1H-COSY spectrum of derivative 7 (DMSO-d6, 500 MHz).
Partial HMBC spectrum of derivative 7 (DMSO-d6, 500 MHz).
Jump to Figure 5
Asymmetric unit of product 7.
Jump to Figure 6
Deprotonation of 5 forming 8a and 8b, followed by reaction with bromoethane leading to products 7 a...
Acid–base equilibria considered for the data displayed in Table 2.
Charge dispersion due to resonance effects for both deprotonated species.
Beilstein J. Org. Chem. 2019, 15, 388–400, doi:10.3762/bjoc.15.35
Subscribe to our Latest Articles RSS Feed.
Register and get informed about new articles.
Follow the Beilstein-Institut