Showing papers on "Benzopyrans published in 2008"
02 Jan 2008
36 citations
TL;DR: In this paper, 2-fluoro-5-nitrobenzyl bromide with active methylene compounds in the presence of excess potassium carbonate in acetone leads to the formation of highly functionalized 4H-1-benzopyrans by a tandem SN2-SNAr reaction sequence.
17 citations
Patent•
18 Dec 2008TL;DR: In this paper, a list of compounds useful as Rho kinase inhibitors of formula (I) wherein the variables are defined as defined in this paper and methods of preparation of the compounds are provided.
Abstract: Compounds useful as Rho kinase inhibitors of formula (I) wherein the variables are as defined herein are provided. Methods of treatment of malconditions mediated by Rho kinase, and methods of preparation of the compounds, are also provided.
16 citations
TL;DR: Evidence is provided that benzopyrans 7a-h may be operating via an alternative mechanism than ATP-sensitive K(+) channel activity, which is different from that of K(ATP) channel activity.
14 citations
TL;DR: In this article, a series of new heterocyclic [2]H-chromenes via Buchwald C-N coupling is described. But this work is restricted to benzopyrans.
13 citations
TL;DR: In this article, a sequence of reactions viz. intramolecular cyclization of nitrile oxides, reductive cleavage, and acetylation were used to synthesize functionalized benzopyran derivatives.
12 citations
TL;DR: In this article, a series of heterocycles was synthesized by the reaction of α,β -unsaturated ketones of benzopyrans or coumarins with various nucleophiles in aqueous medium bearing two points of diversity.
Abstract: A series of heterocycles was synthesized by the reaction of α,β -unsaturated ketones of benzopyrans or coumarins with various nucleophiles in aqueous medium bearing two points of diversity. Compared to an identical library generated by conventional parallel synthesis, a microwaveassisted procedure dramatically decreased reaction times from hours to minutes, and yields of products and intermediates were improved remarkably. This synthetic approach is ecofriendly in nature which features water as solvent, microwave irradiation, and usage of a “green” catalyst (K2CO3).
11 citations
TL;DR: The antiproliferative activity of three benzopyrans isolated from the chloroform extract of the aerial parts of Hypericum polyanthemum was analysed in order to determine their effect on the growth and cell cycle in the U‐373 MG glioblastoma cell line.
Abstract: The antiproliferative activity of three benzopyrans isolated from the chloroform extract of the aerial parts of Hypericum polyanthemum was analysed in order to determine their effect on the growth and cell cycle in the U-373 MG glioblastoma cell line. Compound 1 was less cytotoxic than compounds 2 and 3. A synergistic effect was noticed when the three benzopyrans were used simultaneously. The cytotoxicity noted could be related to an arrest in G2/M phase, leading to apoptosis in the U-373 MG glioblastoma cell line.
10 citations
Patent•
08 Aug 2008
TL;DR: The present paper relates to photochromic benzopyranobenzopyrans with additional fusion and to the use thereof in plastics of all types, in particular for ophthalmic purposes as discussed by the authors.
Abstract: The present invention relates to photochromic benzopyranobenzopyrans with additional fusion and to the use thereof in plastics of all types, in particular for ophthalmic purposes The compounds according to the invention are photochromic benzopyran compounds which can also be regarded as derived from 9-oxa-9,10-dihydrophenanthrene
8 citations
TL;DR: In this article, an intramolecular conjugate addition of allyloxy anions to diphenylphosphinoyl-substituted benzene rings is described.
Abstract: A new synthetic method for the preparation of multisubstituted benzopyrans that involves an intramolecular conjugate addition of allyloxy anions to diphenylphosphinoyl-substituted benzene rings is described. The intermediate anion is trapped with electrophiles providing benzopyrans that are readily oxidized with O 2 to intermediates containing a peroxide that is easily converted into benzopyran-2-ones (i.e. coumarins).
TL;DR: In this paper, 2-fluoro-5-nitrobenzyl bromide with active methylene compounds in the presence of excess potassium carbonate in acetone leads to the formation of highly functionalized 4H-1-benzopyrans by a tandem SN2-SNAr reaction sequence.
Abstract: Treatment of 2-fluoro-5-nitrobenzyl bromide with active methylene compounds in the presence of excess potassium carbonate in acetone leads to the formation of highly functionalized 4H-1-benzopyrans by a tandem SN2-SNAr reaction sequence. The reaction works well with β-keto esters, β-keto sulfones, β-keto phosphine oxides, β-keto phosphonates and β-keto nitriles. The reaction is simple to perform and affords products in 50-92% yields.
TL;DR: In this article, the skeleton transformation reaction of 2a-substituted 2a,8b-dihydrobenzo[B]cyclobuta[D]pyran-3-one derivatives into 2-(2-(2substitized 2-oxoethyl)-2 H-1-benzopyran derivatives has been accomplished using Znl 2 in the presence of an organic base and water in excellent yields.
Abstract: The novel skeleton transformation reaction of 2a-substituted 2a,8b-dihydrobenzo[ B]cyclobuta[ D]pyran-3-one derivatives into 2-(2-substituted 2-oxoethyl)-2 H-1-benzopyran derivatives has been accomplished using Znl 2 in the presence of an organic base and water in excellent yields.
TL;DR: The reaction of hydroxy-substituted benzo-15(18)-crown-5(6) ether with β-phenylcinnamaldehyde in the presence of titanium tetraethoxide yielded crown-annulated 2,2-diphenylbenzopyrans as discussed by the authors.
Abstract: The reaction of hydroxy-substituted benzo-15(18)-crown-5(6) ether or benzo-18-crown-6 ether with β-phenylcinnamaldehyde in the presence of titanium tetraethoxide yielded crown-annulated 2,2-diphenylbenzopyrans. The compounds are photochromic, and the spectral characteristics of their colored form are unusual for this class of chromenes.
Patent•
20 Feb 2008
TL;DR: In this paper, a high polymer containing benzopyrans with the function of steady photochromism is presented, which can be used in fields such as textile, counter forgery, optical instruments, information storage, photo-switch, etc.
Abstract: The invention discloses a benzopyran compound containing isocyan ester trimerical and a preparation method and application thereof. The preparation method of the benzopyrans compound containing the isocyan ester trimerical comprises the steps: benzopyran derivatives dissolved in solvent are reacted with isocyan ester trimer dissolved in the solvent under the temperature of 20 to 50 DEG C for 8 to 12 hours, then the benzopyran compound containing the isocyan ester trimerical is collected form reaction products. The benzopyran compound containing the isocyan ester trimerical of the invention is a high polymer containing benzopyrans with the function of steady photochromism, which can be used in fields such as textile, counter forgery, optical instruments, information storage, photo-switch, etc. General structural formula of the invention (see the figure).
TL;DR: In this article, an intramolecular conjugate addition of allyloxy anions to diphenylphosphinoyl-substituted benzene rings is described.
Abstract: A new synthetic method for the preparation of multisubstituted benzopyrans that involves an intramolecular conjugate addition of allyloxy anions to diphenylphosphinoyl-substituted benzene rings is described. The intermediate anion is trapped with electrophiles providing benzopyrans that are readily oxidized with O 2 to intermediates containing a peroxide that is easily converted into benzopyran-2-ones (i.e. coumarins).
TL;DR: In this article, the skeleton transformation reaction of 2a-substituted 2a,8b-dihydrobenzo[B]cyclobuta[D]pyran-3-one derivatives into 2-(2-(2substitized 2-oxoethyl)-2 H-1-benzopyran derivatives has been accomplished using Znl 2 in the presence of an organic base and water in excellent yields.
Abstract: The novel skeleton transformation reaction of 2a-substituted 2a,8b-dihydrobenzo[ B]cyclobuta[ D]pyran-3-one derivatives into 2-(2-substituted 2-oxoethyl)-2 H-1-benzopyran derivatives has been accomplished using Znl 2 in the presence of an organic base and water in excellent yields.
TL;DR: In this paper, a sequence of reactions viz. intramolecular cyclization of nitrile oxides, reductive cleavage, and acetylation were used to synthesize functionalized benzopyran derivatives.
Abstract: Various functionalized benzopyran derivatives have been synthesized in good yields by a sequence of reactions viz. intramolecular cyclization of nitrile oxides, reductive cleavage, and acetylation.