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Beilstein J. Org. Chem. 2022, 18, 381–419, doi:10.3762/bjoc.18.43
Natural bioactive naphthoquinones.
Chemical structures of vitamins K.
Redox cycle of menadione.
Selected approaches for menadione synthesis using silver(I) as a catalyst.
Methylation approaches for the preparation of menadione from 1,4-naphthoquinone using tert-butyl hy...
Methylation approach of 1,4-naphthoquinone using i) rhodium complexes/methylboronic acid and ii) bi...
Synthesis of menadione (10) from itaconic acid.
Menadione synthesis via Diels–Alder reaction.
Synthesis of menadione (10) using p-cresol as a synthetic precursor.
Synthesis of menadione (10) via demethoxycarbonylating annulation of methyl methacrylate.
Furan 34 used as a diene in a Diels–Alder reaction for the synthesis of menadione (10).
o-Toluidine as a dienophile in a Diels–Alder reaction for the synthesis of menadione (10).
Representation of electrochemical synthesis of menadione.
Reaction sites and reaction types of menadione as substrate.
DBU-catalyzed epoxidation of menadione (10).
Phase-transfer catalysis for the epoxidation of menadione.
Menadione epoxidation using a hydroperoxide derived from (+)-norcamphor.
Enantioselective Diels–Alder reaction for the synthesis of asymmetric quinone 50 catalyzed by a chi...
Optimized reaction conditions for the synthesis of anthra[9,1-bc]pyranone.
Synthesis of anthra[9,1-bc]furanone, anthra[9,1-bc]pyridine, and anthra[9,1-bc]pyrrole derivatives.
Synthesis of derivatives employing protected trienes.
Synthesis of cyclobutene derivatives of menadione.
Menadione reduction reactions using sodium hydrosulfite.
Green methodology for menadiol synthesis and pegylation.
Menadione reduction by 5,6-O-isopropylidene-ʟ-ascorbic acid under UV light irradiation.
Selected approaches of menadione hydroacetylation to diacetylated menadiol.
Thiele–Winter reaction catalyzed by Bi(OTf)3.
Carbonyl condensation of menadione using resorcinol and a hydrazone derivative.
Condensation reaction of menadione with thiosemicarbazide.
Condensation reaction of menadione with acylhydrazides.
Menadione derivatives functionalized with organochalcogens.
Synthesis of selenium-menadione conjugates derived from chloromethylated menadione 84.
Menadione alkylation by the Kochi–Anderson method.
Menadione alkylation by diacids.
Menadione alkylation by heterocycles-substituted carboxylic acids.
Menadione alkylation by bromoalkyl-substituted carboxylic acids.
Menadione alkylation by complex carboxylic acids.
Kochi–Anderson method variations for the menadione alkylation via oxidative decarboxylation of carb...
Copper-catalyzed menadione alkylation via free radicals.
Nickel-catalyzed menadione cyanoalkylation.
Iron-catalyzed alkylation of menadione.
Selected approaches to menadione alkylation.
Menadione acylation by photo-Friedel–Crafts acylation reported by Waske and co-workers.
Menadione acylation by Westwood procedure.
Synthesis of 3-benzoylmenadione via metal-free TBAI/TBHP system.
Michael-type addition of amines to menadione reported by Kallmayer.
Synthesis of amino-menadione derivatives using polyalkylamines.
Selected examples for the synthesis of different amino-substituted menadione derivatives.
Selected examples of Michael-type addition of complex amines to menadione (10).
Addition of different natural α-amino acids to menadione.
Michael-type addition of amines to menadione using silica-supported perchloric acid.
Indolylnaphthoquinone or indolylnaphthalene-1,4-diol synthesis reported by Yadav et al.
Indolylnaphthoquinone synthesis reported by Tanoue and co-workers.
Indolylnaphthoquinone synthesis from menadione by Escobeto-González and co-workers.
Synthesis of menadione analogues functionalized with thiols.
Synthesis of menadione-derived symmetrical derivatives through reaction with dithiols.
Mercaptoalkyl acids as nucleophiles in Michael-type addition reaction to menadione.
Reactions of menadione (10) with cysteine derivatives for the synthesis of quinoproteins.
Synthesis of menadione-glutathione conjugate 152 by Michael-type addition.