共查询到20条相似文献,搜索用时 15 毫秒
1.
A. Monge J. A. Palop T. Goí A. Martínez E. Fernndez-Alvarez 《Journal of heterocyclic chemistry》1985,22(5):1445-1451
The Vilsmeier-Haack reaction with ethyl 2-(1-methylindole)acetate and N,N-Dimethylamides/phosphorus oxychloride gave (65–85%) of ethyl 2-(3-acyl-1-methylindole)acetates 2 , which when boiled with hydrazine yielded about 90% of 4,5-dihydro-6-methyl-4-oxo-3H[1,2]diazepino[5,6-b]indoles 3. The attempted cyclization of 2-(1-methylindole)acetohydrazones 6 with acyl (acetyl and benzoyl) chlorides/triethylamine, to [1,2]diazepino[5,6-b]indole derivatives was fruitless and the bis(acyl)hydrazones 9 were obtained. Several transformations of 9 are reported. Similarly, the attempted cyclization of 3-indoleacetohydrazones 14 with acetyl chloride/triethylamine to [1,2]diazepino[4,5-b]indole derivatives was also fruitless and the bis(acyl)hydrazones 16 were again obtained. 相似文献
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Clark JS Whitlock G Jiang S Onyia N 《Chemical communications (Cambridge, England)》2003,(20):2578-2579
The synthesis of tetrahydropyran-3-ones by copper-catalysed reactions of diazo ketone tethered allylic ethers has been explored. Product distribution can be explained by the intermediacy of a free ylide or direct rearrangement of a metal-bound ylide equivalent. 相似文献
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[reaction: see text] A novel procedure for the preparation of 3-(4-alkoxyphenyl)-3-methylbutan-2-one in excellent yield is described via polymer-supported AlCl3-catalyzed rearrangement of 1-(4-ethoxyphenyl)-2,2-dimehtylpropan-1-one, followed by O-alkylation under microwave irradiation condition. 相似文献
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Enantiopure morpholine derivatives have been prepared by selenocyclofunctionalization of chiral 3-allyl-2-hydroxymethyl-substituted perhydro-1,3-benzoxazine derivatives. The cyclization occurs in high yields and diastereoselection, although the temperature of the reaction and the structure of the substituent at C-2 and the substitution pattern of the double bond can modify the regio- and stereochemistry of the final products. 相似文献
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Synthesis of 5-methoxylated 3-pyrrolin-2-ones via the rearrangement of chlorinated pyrrolidin-2-ones
Franco Ghelfi Christian V Stevens Inge LaureynEllen Van Meenen Tina M RoggeLaurent De Buyck Kirill V NikitinRomano Grandi Emanuela LibertiniUgo M Pagnoni Luisa Schenetti 《Tetrahedron》2003,59(8):1147-1157
The reaction of N-substituted 4-methyl-2-pyrrolidinones or 4-diethoxyphosphoryl analogues, carrying at least two chlorine atoms between the C(3) and C(6) carbons, with alkaline methoxide in methanol afforded the corresponding 5-methoxylated 3-pyrrolin-2-ones, useful adducts for the preparation of agrochemicals or medicinal compounds. 相似文献
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An efficient and novel synthesis of 3-hydroxypiperidin-2-ones via site-selective difunctionalization of the inert C(sp3)?H bonds of N-substituted piperidine derivatives is presented. Mechanistically, the formation of the title compounds is believed to go through a cascade process featuring with the sequential formation of cyclic enamine, oxiranium and iminium as key intermediates. 相似文献
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A novel and facile approach to 3-allyl-2-aminoindoles via the copper-catalyzed reaction of 3-diazoindolin-2-imines with allyltrimethylsilane is described. The domino reaction proceeds efficiently in one-pot and shows broad substrate scope with respect to the diazo substrates. Furthermore, the synthesized 3-allyl-2-aminoindoles can be conveniently transformed into 3-allyl-3-hydroxylindolin-2-imines and 3-allyl-3-fluoroindolin-2-imines. 相似文献
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Nilo Zanatta Rosemário BarichelloMareni M. Pauletto Helio G. BonacorsoMarcos A.P. Martins 《Tetrahedron letters》2003,44(5):961-964
A simple and convenient synthesis of a series of 3-aminomethylenedihydrofuran-2-ones from the reaction of 3-trichloroacetyl-4,5-dihydrofuran with amines, is presented. 相似文献
13.
E. O. Chukhadzhyan A. R. Gevorkyan M. K. Nalbandyan 《Russian Journal of Organic Chemistry》2006,42(12):1771-1774
The Stevens rearrangement of dialkyl(allyl)(3-arylprop-2-yn-1-yl)-and dialkyl(allyl)(3-alkenyl-prop-2-yn-1-yl)ammonium bromides gave dialkyl(1-allyl-3-arylprop-2-yn-1-yl)-and dialkyl(1-allyl-3-alkenyl-prop-2-yn-1-yl)amines. Here, the allyl group acts as migrating group, and 3-aryl-or 3-alkenylprop-2-yn-1-yl, as receiving one. The yields of the Stevens rearrangement products fall down as the alkyl chain becomes longer, as well as with introduction of a methyl group into the meta or para position of the aromatic ring. 相似文献
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[reaction: see text] 3-Alkylideneoxetan-2-ones have been prepared in good to excellent yields with high Z-selectivity by olefin cross metathesis with 3-methyleneoxetan-2-ones in the presence of second generation metathesis catalysts 1 or 2. 相似文献
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Ren-Jie Song 《Tetrahedron letters》2009,50(27):3912-8153
A novel one-pot multicatalytic route for the synthesis of 3-methyleneindolin-2-ones has been developed involving sequential copper-catalyzed amination and palladium-catalyzed C-H functionalization processes. In the presence of CuI and Pd(OAc)2, a variety of propiolamides underwent the reaction with iodides to afford the corresponding 3-methyleneindolin-2-ones in moderate yields. 相似文献
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Chiral 1,3-oxazinan-2-ones are useful intermediates in synthesizing pharmaceutical compounds and amino alcohols. In this paper, we report a new synthetic method to chiral 6-hydroxymethyl 1,3-oxazinan-2-ones and their analogues from carbohydrate derivatives. The synthesis was accomplished by the reaction of optically pure 3-hydroxy-gamma-butyrolactone with a primary amine to give an amide, which was reduced and carbonylated to give the desired compound class. 相似文献
18.
Richa Pathak 《Tetrahedron》2007,63(2):451-460
Trifluoroacetic acid has been discovered to be a highly effective and efficient reagent for the tandem Claisen rearrangement and cyclization reaction to yield 3-arylmethylene-3,4-dihydro-1H-quinolin-2-ones from compounds obtained from the SN2 reaction between anilines and acetyl derivatives of Baylis-Hillman adducts of acrylates in the presence of DABCO. In contrast, similar compounds obtained from the acetyl derivatives of Baylis-Hillman adduct of acrylonitrile on treatment with trifluoroacetic acid directly furnish 3-arylmethyl-2-amino-quinoline via tandem Claisen rearrangement, cyclization and isomerization. 相似文献
19.
Qu Y Ke F Zhou L Li Z Xiang H Wu D Zhou X 《Chemical communications (Cambridge, England)》2011,47(13):3912-3914
An efficient three-component reaction of indole, aldehyde, and malononitrile in water catalyzed by a copper(II) sulfonato Salen complex afforded 3-indole derivatives in good to excellent yields up to 97%. 相似文献
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A variety of substituted isocampholenic acid derivatives were prepared by rearrangement of the camphor skeleton of a variety of tertiary alcohols derived from ketopinic acid. The reaction was highly reliable and retained the stereochemical information from the camphor scaffold. This rearrangement represents an efficient way to prepare synthetically useful isocampholenic acids. Mechanistic experiments show that a short-lived carbocation is implicated in the reaction. 相似文献