18272-63-4Relevant academic research and scientific papers
Green Organocatalytic Synthesis of Dihydrobenzofurans by Oxidation-Cyclization of Allylphenols
Triandafillidi, Ierasia,Sideri, Ioanna K.,Tzaras, Dimitrios Ioannis,Spiliopoulou, Nikoleta,Kokotos, Christoforos G.
, p. 4254 - 4260 (2017/09/12)
A green and cheap protocol for the synthesis of dihydrobenzofurans via an organocatalytic oxidation of o -allylphenols is presented. The use of 2,2,2-trifluoroacetophenone and H 2 O 2 as the oxidation system, leads to a highly useful synthetic method, where a variety of substituted o -allylphenols were cyclized in high yields..
Tandem Claisen Rearrangement/6-endo Cyclization Approach to Allylated and Prenylated Chromones
Schmidt, Bernd,Riemer, Martin,Schilde, Uwe
, p. 7602 - 7611 (2016/01/25)
Allyl, dimethylallyl and prenyl ethers derived from o-acylphenols reacted upon microwave irradiation to form C-allylated or -prenylated chromone derivatives, depending on the substitution pattern of the arene and the allyl substituent. The reaction proceeds through a tandem Claisen rearrangement and 6-endo-trig or 6-endo-dig cyclization sequence. For prenyl ethers, the tandem sequence can be extended by a Cope rearrangement to furnish 6-prenylchromones. The method is potentially useful for the synthesis of natural products and drugs.
A concomitant allylic azide rearrangement/intramolecular azide-alkyne cycloaddition sequence
Vekariya, Rakesh H.,Liu, Ruzhang,Aube, Jeffrey
, p. 1844 - 1847 (2014/05/06)
An intramolecular Huisgen cycloaddition of an interconverting set of isomeric allylic azides with alkynes affords substituted triazoles in high yield. The stereoisomeric vinyl-substituted triazoloxazines formed depend on the rate of cycloaddition of the d
Investigation of the Montmorillonite clay-catalyzed [1,3] shift reaction of 3-methyl-2-butenyl phenyl ether
Dintzner, Matthew R.,Morse, Kara M.,McClelland, Kristen M.,Coligado, Deborah M.
, p. 79 - 81 (2007/10/03)
The [1,3] shift reaction of 3-methyl-2-butenyl phenyl ether was catalyzed more effectively by Montmorillonite K10 clay than Montmorillonite KSF clay, and proceeded with greatest ortho-selectivity in carbon tetrachloride at room temperature.
A mild anionic method for generating o-quinone methides: Facile preparations of ortho-functionalized phenols
Jones,Van De Water,Lindsey,Hoarau,Ung,Pettus
, p. 3435 - 3441 (2007/10/03)
A low-temperature method for generating o-quinone methides is described which permits facile introduction of assorted R substituents onto the aryl ring system at low temperature. The method is useful for the efficient preparation of ortho-ring-alkylated phenols.
COPPER PROMOTED ALLYLATION OF PHENOLS
Baruah, Jubaraj B.
, p. 8509 - 8512 (2007/10/02)
Phenols can be allylated at an ortho-position by use of a mixture of anhydrous copper(II) perchlorate and copper metal powder.
Clay catalyzed rearrangement of substituted allyl phenyl ethers: Synthesis of ortho-allyl phenols, chromans and coumarans
Dauben, William G.,Cogen, Jeffrey M.,Behar, Victor
, p. 3241 - 3244 (2007/10/02)
Montmorillonite clays catalyze the rearrangement of substituted allyl phenyl ethers to provide ortho-allyl phenols, chromans and coumarans under mild conditions.
α-Adrenoreceptor Reagents. 2. Effects of Modification of the 1,4-Benzodioxan Ring System on α-Adrenoreceptor Activity
Chapleo, Christopher B.,Myers, Peter L.,Butler, Richard C. M.,Davis, John A.,Doxey, John C.,et al.
, p. 570 - 576 (2007/10/02)
Modification of the 1,4-benzodioxan ring present in RX 781094 (1) has not previously been considered.This paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives.The dihydroxybenzofuranylimidazoline compound 7 is the only analogue possesing presynaptic antagonist potency and selectivity comparable to that of 1.In view of this result, a number of derivatives was prepared to determine the structure-activity relationships within this series.Many derivatives, as well as the parent compound 7, were found to possess presynaptic α2-adrenoreceptor antagonist and postsynaptic α1-adrenoreceptor partial agonist properties.Two of the selective presynaptic antagonists,13 and 14, possess greater potency and selectivity than that possessed by 1.The 5-chloro derivative 25 is twice as potent as 1 after oral administration but only about half as potent when given intravenously.
