Showing papers on "Benzopyran published in 1987"
TL;DR: The benzopyranones 1 and 3 reacted with 2,3-dimethyl-1,3butadiene in the presence of titanium (IV) chloride to give the corresponding (4 + 2) cycloadducts 8 and 11, the former undergoing facile deformylation to give 9 and 10.
56 citations
TL;DR: In this paper, Halogenated 3(2H)-isoflavenes and (±)isoflavans were synthesized in order to study their in vitro activity against rhinovirus 1B by comparison with the known anti-viral compound, 4′, 6-dichloroflavan.
49 citations
TL;DR: In this paper, an anomalous reaction of a dibrominated chromone leading to a ring-opened product is described, which provides a method for the clean introduction of substituents into the chromone ring system.
Abstract: Activation of bromochromones has been achieved by Pd0 insertion into the carbon–halogen bond. The resultant species undergo coupling with alkenes leading to vinylated chromones. Vinylation occurs regiospecifically at the original site of bromination and therefore provides a method for the clean introduction of substituents into the chromone ring system. An anomalous reaction of a dibrominated chromone leading to a ring-opened product is described.
34 citations
TL;DR: The chromone imines and nitrite imines reacted smoothly to yield the novel 1,2,4-triazolinyl- and triazepinyl-chromones, as well as the facile preparation of nitrones of chromones and their selected reactions with a variety of alkenes to obtain isoxazolidinylchromones.
Abstract: The chromone imines (2) and nitrite imines (4) reacted smoothly to yield the novel 1,2,4-triazolinyl- and triazepinyl-chromones, (6) and (5) respectively. The facile preparation of nitrones of chromones and their selected reactions with a variety of alkenes to obtain isoxazolidinylchromones (12) is also described.
14 citations
01 Jan 1987
TL;DR: A series of diHydrobenzopyranyloxypropanolamines and dihydrobenZopyranylethanolamines containing a nitroxy moiety was synthesized and the cardiovascular effects of these compounds were investigated in anesthetized dogs.
Abstract: Synthese et etude biologique d'une serie de chromannyloxy-1 amino-3 propanols-2 et de [chromannyl-8]-1 ethanolamines
13 citations
TL;DR: In this article, a series of dihydrobenzopyranyloxypropanolamines and dihydronzopranylethanolamines containing a nitroxy moiety was synthesized.
Abstract: A series of dihydrobenzopyranyloxypropanolamines and dihydrobenzopyranylethanolamines containing a nitroxy moiety was synthesized. The cardiovascular effects of these compounds were investigated in anesthetized dogs. Some of the compounds exhibited hypotensive activity in combination with β-adrenergic blocking and vasodilating action. The structure-activity relationships are discussed.
13 citations
12 citations
TL;DR: The borohydride catalyzed borane reduction of 3-nitrochromenes provided a facile route to 3-hydroxylamino-5 and 3-amino-2H-1-benzopyranes 6 as discussed by the authors.
11 citations
TL;DR: In this paper, the litterature correspondant au volume 103 des Chemical Abstracts is couvrant les litteratures correspondant correspondant to le volume 3, 5, 6, 7, 8, 9, 10, 11, 12,
Abstract: Article de synthese couvrant la litterature correspondant au volume 103 des Chemical Abstracts
10 citations
9 citations
TL;DR: The pyran ring cleaved product (3) and the tetracyclic chromene (5) were obtained by using a strong electron withdrawing group at C(6) in the benzopyran, and a conformationally mobile lactam ring.
Patent•
20 May 1987
TL;DR: Transbenzopyran-4,3b-1,4oxazines of the formula TBN are presynaptic dopamine agonists and may be used in pharma-ceutical composition form for treating psychoses, e.g., schizophrenia as discussed by the authors.
Abstract: Trans-benzopyran-4,3b-1,4-oxazines of the formula
wherein R is hydrogen, alkyl or aryl alkyl; X is hydroxy, alkyl, alkoxy, halogen, or benzyloxy. The compounds are presynaptic dopamine agonists and may be used in pharmaceutical composition form for treating psychoses, e.g., schizophrenia.
TL;DR: In this article, a mass spectral fragmentation of 4-chloro-3-(N-aryliminomethyl) (2H) benzopyrans and benzothiopyrans was proposed.
Abstract: Intramolecular substitutions leading to cyclizations with the ejection of chlorine have been noticed during mass spectral fragmentation of 4-chloro-3-(N-aryliminomethyl) (2H) benzopyrans and benzothiopyrans. Very interesting ortho effects involving intramolecular substitutions have also been observed in 6-methyl-4-diloro-3-[N-(2-methoxyphenyliminomethyl)] (2H) benzopyran and 6-methyl-4-chloro-3-[N-(2-chlorophenyliminomethyl)]-(2H) benzopyran. The proposed fragmentation mechanisms have been supported by the accurate mass measurements and linked scan studies.
TL;DR: X-ray diffraction structural analysis has established the structure of photochromic 1′,3′, 3′-trimethyl-7methoxyspiro (indoline-2,2′-[2H-1]benzopyran) and showed that the Cspiro-O bond is already extended in the ground state as mentioned in this paper.
Abstract: X-ray diffraction structural analysis has established the structure of photochromic 1′,3′,3′-trimethyl-7-methoxyspiro (indoline-2,2′-[2H-1]benzopyran) and showed that the Cspiro-O bond, which is cleaved upon photoexcitation, is already extended in the ground state.
Patent•
24 Jun 1987
TL;DR: The compounds of general formula (I) were defined in claim 1 as well as their biologically active salts in this article, wherein R1, R2, R3, n, Q1 and Q2 were defined as active ingredients.
Abstract: The compounds of general formula (I), wherein R1, R2, R3, n, Q1 and Q2 are as defined in claim 1 as well as their biologically active salts. The invention also relates to fungicide, nematocide, acaricide, bactericide and insecticide compositions containing the compounds of general formula (I) as active ingredients as well as to the process for the preparation of these compounds and compositions.
TL;DR: In this article, isorotenone (Ib) was used to obtain 4-hydroxycoumarin (Vb) for use in metabolic and other studies, which was transformed into the 14C-labeled benzofurano [2,3-b]furo[2, 3]benzopyran-6-one compound (IVb) by the subsequent oxidative cyclization with selenium dioxide.
Abstract: 2-Isopropyl-8,9-dimethoxy-benzofurano [2,3-b]furo[2,3-h] [1] [11-14C]benzopyran-6-one (IVb) and 3-(2-hydroxy-4,5-dimethoxyphenyl)-4-hydroxy-5′-isopropylfurano[2′,3′:7,8] [2-14C]coumarin(Vb) were prepared from isorotenone (Ib) for use in metabolic and other studies. Deoxybenzoin derivative (IIb), obtained from isorotenone, was reacted with ethyl [14C] formate in the presence of sodium to give the corresponding [2-14C]-2′-hydroxyisoflavone (IIIb), which was transformed into the 14C-labeled benzofurano [2,3-b]furo[2,3-h]benzopyran-6-one compound (IVb) by the subsequent oxidative cyclization with selenium dioxide. Hydrolysis of compound IVb in alkaline media gave 14C-labeled 4-hydroxycoumarin (Vb).
TL;DR: The synthesis of chromane XIV is reported for the first time in this paper, where the alkylating agent is the lithiated form of 4-tetrahydropyran-2-yloxybuta-1-2diene V. This reacted with benzophenone to give XIV.
Abstract: Synthetic routes to 2,2-disubstituted chromanes and their hetero-ring-unsaturated analogues are briefly reviewed. A variety of common alkylating agents has been involved in such routes. Here, however, the alkylating agent is the lithiated form of 4-tetrahydropyran-2-yloxybuta-1-2-diene V. This reacted with benzophenone to give XIV. The synthesis of chromane XIV is here reported for the first time. The route to XIV is also both new and may prove versatile to other hetero-ring-substituted chromanes.
Patent•
26 Mar 1987
TL;DR: In this article, a compound of formula I [R is H, halogen or alkoxy; R is H or alkyl, phenyl or phenyl-alkyl, or phenynyloxyalky] and its salt can be produced by reacting the benzopyran compound with the amine of formula II under ice cooling or at <=60 deg.C for 0.5-30hr and treating the obtained Schiff base of formula IV with a reducing agent (e.g. sodium borohydride) at 0 deg.
Abstract: NEW MATERIAL:The compound of formula I [R is H, halogen or alkoxy; R is H or alkyl; R is alkyl, phenyl, phenylalkyl or phenyloxyalky) and its salt. EXAMPLE:3-{N-[2-(2-methoxyphenoxy)ethyl]} aminomethyl-2H-1-benzopyran. USE:It has pharmacological activities such as hypotensive action, alpha-receptor blocking action, etc., and is useful as a medicine for circulatory system. PREPARATION:The objective compound of formula I can be produced by reacting the benzopyran compound of formula II having a carbonyl group at the 3-position with the amine of formula III under ice cooling or at <=60 deg.C for 0.5-30hr and treating the obtained Schiff base of formula IV with a reducing agent (e.g. sodium borohydride) at 0 deg.C-room temperature for 0.5-5hr.
TL;DR: In this paper, a series of dihydrobenzopyranyloxypropanolamines and dihydronzopranylethanolamines containing a nitroxy moiety was synthesized.
Abstract: A series of dihydrobenzopyranyloxypropanolamines and dihydrobenzopyranylethanolamines containing a nitroxy moiety was synthesized. The cardiovascular effects of these compounds were investigated in anesthetized dogs. Some of the compounds exhibited hypotensive activity in combination with β-adrenergic blocking and vasodilating action. The structure-activity relationships are discussed.