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Reaction of 2-(vinyloxy)ethylisothiocyanate with unsaturated carbanions generated in situ from propargyl ethers and amines when treated with superbases, after S-alkylation and cyclization of the adducts in the presence of CuBr, leads to the previously unknown 2,3,5-substituted 1-[2-(vinyloxy)ethyl]pyrroles. 相似文献
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Nikitina L. P. Dmitrieva L. L. Albanov A. I. Nedolya N. A. Brandsma L. 《Russian Journal of Organic Chemistry》2003,39(10):1384-1392
Base-catalyzed reaction of 2-[-(vinyloxy)alkoxy]methyloxiranes with 2-propynyl alcohol (3 wt % of t-BuOK, 60-85°C, 3-12 h) afforded first reperesentatives of the 1-[-(vinyloxy)alkoxy]-3-(2-propynyloxy)-2-propanol series in up to 99% yield. Treatment of 1-[2-(vinyloxy)ethoxy]- and 1-[2-(vinyloxy)ethoxyethoxy]-3-(2-propynyloxy)-2-propanols with trifluoroacetic acid (0.5 wt. %) in dry diethyl ether resulted in cyclization with formation of up to 96% of (2-methyl-1,3,6-trioxocan-4-yl)methyl- and (2-methyl-1,3,6,9-tetraoxacycloundecan-4-yl)methyl 2-propynyl ethers. 相似文献
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Nina Gusarova Lambert Brandsma Svetlana Malysheva Svetlana Arbuzova Boris Trofimov 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-4)
Abstract Nucleophilic addition of phosphide anions generated from phosphorus red or phosphine to ethenes and ethynes in the presence of super bases to afford organylphosphines and -oxides has been performed. 相似文献
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Boris Trofimov Nina Gusarova Lambert Brandsma 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-4):601-604
Abstract Generation of phosphide anions from phosphorus red or phosphine under the action of strong bases followed by their reactions with organyl halides, electrophilic alkenes and alkynes proves to be the most straightforward and well-controlled route to mono-, di- or triorganylphosphines or phosphine oxides of diverse structure. 相似文献
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Treatment of (1-naphthyl)acetylene (1) with two mol equivalents of the BuLi-t-BuOK reagent in tetrahydrofuran/hexane, followed by successive addition of anhydrous lithium bromide, sulfur, selenium, or tellurium and t-butylalcohol gives naphtho[2,1-b]thiophene, -selenophene and -tellurophene in good yields. Reaction of dimetalated 1 with iodine or dimethyldisulfide afforded 2-iodo-, and 2-thiomethyl(1-ethylnyl)naphthalene. 相似文献
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Shagun V. A. Toryashinova D-S. D. Nedolya N. A. Tarasova O. A. Brandsma L. 《Russian Journal of Organic Chemistry》2004,40(6):775-789
Study of the potential energy surface for the reaction of isothiocyanates with -lithiated allenes showed that the formation of 1,3,4-azatriene occurs in one step through a four-center transition state. [1,5]-Sigmatropic rearrangements of 1,3,4-azatrienes and electrocyclizations of the resulting conjugated 1,3,5-azatriene systems lead to formation of dihydropyridine ring. Pyrrole structures are more likely to arise from protonation of 3-alkoxy-1,3,4-azatriene. 相似文献
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Henno Brandsma Jan van Mill 《Proceedings of the American Mathematical Society》1998,126(11):3407-3411
We show that Kunen's example of a compact L-space, constructed under CH, can be modified so that it has a non-monolithic hyperspace. This answers a question of Bell's. This example is also relevant to a question of Arhangel'skii's.
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Synthesis of 3-hydroxy-1-methyl-2-(methylthio) pyrrole from methyl isothiocyanate and prop-2-yn-1-ol
A methylated adduct of lithiated 1-(1-ethoxyethoxy)allene and methyl isothiocyanate undergoes intramolecular cyclization in
the presence of CuBr to give 3-(1-ethoxyethoxy)-1-methyl-2-(methylthio)pyrrole. The methanolysis of the latter affords 3-hydroxy-1-methyl-2-(methylthio)pyrrole.
Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1645–1647, September, 2000. 相似文献