Showing papers on "Benzopyrans published in 2012"
TL;DR: This review covers the construction of drug-like 2H-benzopyrans and related libraries using solid-phase parallel synthesis and the preparation of substituted benzopyrants such as mono-, di- and trisubstituted Benzopyran derivatives and additional ring-fused benzopyrsans.
Abstract: This review covers the construction of drug-like 2H-benzopyrans and related libraries using solid-phase parallel synthesis. In this context, the preparation of substituted benzopyrans such as mono-, di- and trisubstituted benzopyran derivatives and additional ring-fused benzopyrans such as benzopyranoisoxazoles, benzopyranopyrazoles, six-membered ring-fused benzopyrans, and polycyclic benzopyrans are highlighted.
23 citations
TL;DR: In this paper, a facile heterogeneous synthesis of 3amino-1-aryl-1H-naphtho[2,1-b]pyran and 2amino 4-aryl -4H-1benzopyran derivatives was carried out by one-pot three-component coupling of an aromatic aldehyde, an active methylene compound and naphthalen-2-ol or a phenol 4 in the presence of 5-A molecular sieves under solvent-free microwave-irradiation conditions.
Abstract: A facile heterogeneous synthesis of 3-amino-1-aryl-1H-naphtho[2,1-b]pyran and 2-amino-4-aryl-4H-1-benzopyran derivatives 3 and 5, respectively, was carried out efficiently by one-pot three-component coupling of an aromatic aldehyde 1, an active methylene compound 2, and naphthalen-2-ol or a phenol 4 in the presence of 5-A molecular sieves under solvent-free microwave-irradiation conditions (Scheme 1 and 2, Tables 1 and 2). The catalyst was recovered and recycled (Table 3).
18 citations
TL;DR: Me(3)SiI-promoted reaction of salicylic aldehydes with β-dicarbonyl compounds provided a facile way to construct 4H-benzopyrans in moderate to good yields.
17 citations
TL;DR: The synthesis of new 3-dithiocarbamic flavonoids has been accomplished by the reaction of the corresponding 2-hydroxyaryl dithiOCarbamates with aminals by the heterocyclization of these compounds.
Abstract: The synthesis of new 3-dithiocarbamic flavonoids has been accomplished by the reaction of the corresponding 2-hydroxyaryl dithiocarbamates with aminals. These flavonoids were obtained as a mixture of diastereoisomers, the anti isomer being the major one. The heterocyclization of these compounds provided novel tricyclic flavonoids bearing a 1,3-dithiolium-2-yl ring fused at the 3,4-carbon positions of the benzopyran moiety.
15 citations
TL;DR: The indole alkaloid echinuline and the anthraquinone fiscione, both unprecedented for the genus Lentinus, were isolated from the mycelium of the fungus.
Abstract: The basidiomycete Lentinus strigellus was cultivated in three different culture media and the secondary metabolites produced under different culture conditions were isolated and identified. When cultivated in a liquid medium with peptone, L. strigellus afforded the benzopyrans, 2,2-dimethyl-6-methoxychroman-4-one, 4-hydroxy-2,2-dimethyl-6-methoxychromane and (3R,4S)-3,4-dihydroxy-2,2-dimethyl-6-methoxychromane. The indole alkaloid echinuline and the anthraquinone fiscione, both unprecedented for the genus Lentinus, were isolated from the mycelium of the fungus. When cultured in Czapek medium enriched with potato broth, the fungus afforded the same benzopyrans except (3S,4S)-3,4-dihydroxy-2,2-dimethyl-6-methoxychromane. Panepoxydone and isopanepoxydone were also isolated when the microorganism was grown in Czapek medium.
14 citations
TL;DR: In this paper, a review of reaction chemistry and new ring synthetic methods for pyranones is presented, covering work published in the calendar year 2011, including new ring synthesis methods for trioxanes, tetraoxane, trithianes and oxathianes.
Abstract: The review covers work published in the calendar year 2011. Novel reaction chemistry and new ring synthetic methods for pyrans, [1]benzopyrans, dihydro[1]benzopyrans (chromenes, chromans), [2]benzopyrans, dihydro[2]benzopyrans (isochromenes, isochromans), pyranones, coumarins, chromones, xanthenes, xanthones, thiopyrans, dioxins, dioxanes, trioxanes, tetraoxanes, dithianes, trithianes, and oxathianes are reviewed.
8 citations
TL;DR: A microwave-promoted novel protocol for the synthesis of substituted benzopyrans from the corresponding variety of substituted hydroxy acetophenones and keto compounds using benzyltrimethylammonium hydroxide (Triton-B) under solvent-free conditions has been developed.
Abstract: A convenient and microwave-promoted novel protocol for the syntheses of diverse kinds of substituted benzopyrans from the corresponding variety of substituted hydroxy acetophenones and keto compounds using benzyltrimethylammonium hydroxide (Triton-B) under solvent-free conditions has been developed. This protocol is mild and efficient than the other reported methods.
4 citations
TL;DR: In this paper, a facile heterogeneous synthesis of 3amino-1-aryl-1H-naphtho[2,1-b]pyran and 2amino 4-aryl -4H-1benzopyran derivatives was carried out by one-pot three-component coupling of an aromatic aldehyde, an active methylene compound and naphthalen-2-ol or a phenol 4 in the presence of 5-A molecular sieves under solvent-free microwave-irradiation conditions.
Abstract: A facile heterogeneous synthesis of 3-amino-1-aryl-1H-naphtho[2,1-b]pyran and 2-amino-4-aryl-4H-1-benzopyran derivatives 3 and 5, respectively, was carried out efficiently by one-pot three-component coupling of an aromatic aldehyde 1, an active methylene compound 2, and naphthalen-2-ol or a phenol 4 in the presence of 5-A molecular sieves under solvent-free microwave-irradiation conditions (Scheme 1 and 2, Tables 1 and 2). The catalyst was recovered and recycled (Table 3).
3 citations
01 Jan 2012
TL;DR: In this paper, the condensation of hydroxyl coumarins in a facile one-pot procedure with active methylene esters to afford novel benzopyrans under solventless conditions is described.
Abstract: The condensation of hydroxyl coumarins in a facile one-pot procedure with active methylene esters to afford novel benzopyrans under solventless conditions is described. The products underwent further condensation and cyclization reactions to form novel heterocycles.
TL;DR: In this paper, a 2H-Benzopyran-4-carboxylic acid derivative (III) is obtained via stepwise oxidation of the corresponding 4-methyl analogue (I).
Abstract: 2H-Benzopyran-4-carboxylic acid derivative (III) is obtained via stepwise oxidation of the corresponding 4-methyl analogue (I).
01 Apr 2012
TL;DR: In this article, a 2H-Benzopyran-4-carboxylic acid derivative (III) is obtained via stepwise oxidation of the corresponding 4-methyl analogue (I).
Abstract: 2H-Benzopyran-4-carboxylic acid derivative (III) is obtained via stepwise oxidation of the corresponding 4-methyl analogue (I).
TL;DR: A series of new piperidyl spirofused benzofurans and benzopyrans was synthesized via an intramolecular radical cyclization reaction.
Abstract: A series of new piperidyl spirofused benzofurans and benzopyrans is synthesized via an intramolecular radical cyclization reaction
TL;DR: In this paper, the oxidative cyclization of vinylogous esters (I) bearing a para-methoxybenzyl group affords spirofuran derivatives.
Abstract: The oxidative cyclization of vinylogous esters (I) bearing a para-methoxybenzyl group affords spirofuran derivatives (II), whilst the cyclization of vinylogous esters (III) bearing a meta-methoxybenzyl group gives rise to benzopyran derivatives (IV) as a sole product, even in the case of compound (IIId) bearing both meta- and para-methoxybenzyl moieties.
TL;DR: In this paper, a 1:1 mixture of cis and trans diastereomers was used to test spirocyclic benzofurans (IV, (V) and (VII) as well as corresponding benzopyrans.
Abstract: Spirocyclic benzofurans (IV), (V) and (VII) as well as the corresponding benzopyrans are produced and tested as 1:1 mixtures of cis and trans diastereomers.
TL;DR: A cascade reaction of salicylic aldehydes with β-dicarbonyl compounds affords 4H-benzopyrans in moderate to good yields as discussed by the authors.
Abstract: A cascade reaction of salicylic aldehydes with β-dicarbonyl compounds affords 4H-benzopyrans in moderate to good yields.