Search results for "Methyl propiolate"
showing 7 items of 7 documents
Cycloaddition reactions of 3-vinylthiophen
1987
Abstract Cycloaddition reactions between 3-vinylthiophen and the dienophiles maleic anhydride, methyl acrylate, dimethyl acetylene - dicarboxylate, and methyl propiolate give products including methyl benzo[b]thiophen-7-carboxylate (11) and its dihydroderivative (10), the 6,7-dicarboxylic acid (3), its dimethyl ester (7) and dihydroester (6); the naphtho[a,b]dithiophen (14), and the novel ethano bridged benzo[b]thiophen (15).
New cycloaddition reactions of 1-phenyl-4-vinylpyrazole
1986
Abstract 1-Phenyl-4-vinylpyrazole reacts with methyl propiolate and N-phenylmaleimide giving via the Diels-Alder 1:1 adducts, products (4) and (8), and also the 1:2 adducts (5), (6) and (9) resulting from an “ene” reaction of the initially forced cycloadducts. The obtention of the adducts (5) and (6) in equimolecular amounts is a good example of the non-regioselective character of the “ene” reaction. The reaction with tetracyanoethylene takes place through the olefinic substituent giving the π2 + π2 adduct (10).
Cycloaddition reactions of 1-tert-butyl-4-vinylpyrazole
1989
1-tert-Butyl-4-vinylpyrazole1 a reacts with dimethyl acetylenedicarboxylate (DMAD), methyl propiolate (MP) and N-phenylmaleimide (NPMI) affording the indazole derivatives2,3, and5 as a result of a Diels-Alder ([4 + 2]) cycloaddition. With diethylazodicarboxylate (DEAZD), tetracyanoethylene (TCNE) and 4-phenyl-1,2,4-triazole-3,5-dione (PTAD) the reaction takes place exclusively through the olefinic substituent and the adducts6,7, and9 were isolated. The alkenylpyrazoles1 b–d reacted withDMAD and N-phenylmaleimide to give polymers.
ChemInform Abstract: Cycloaddition Reactions of 1-tert.-Butyl-4-vinylpyrazole.
1990
1-tert-Butyl-4-vinylpyrazole1 a reacts with dimethyl acetylenedicarboxylate (DMAD), methyl propiolate (MP) and N-phenylmaleimide (NPMI) affording the indazole derivatives2,3, and5 as a result of a Diels-Alder ([4 + 2]) cycloaddition. With diethylazodicarboxylate (DEAZD), tetracyanoethylene (TCNE) and 4-phenyl-1,2,4-triazole-3,5-dione (PTAD) the reaction takes place exclusively through the olefinic substituent and the adducts6,7, and9 were isolated. The alkenylpyrazoles1 b–d reacted withDMAD and N-phenylmaleimide to give polymers.
Cycloaddition reactions of 2-vinylthiophen
1985
Abstract Cycloaddition reactions between 2-vinylthiophen and the dienophiles maleic anhydride, dimethyl acetylenedicarboxylate,' methyl propiolate, and methyl acrylate, are reported. Products include simple benzo[b]thiophen carboxylates (6, 13, 17) and reduced derivatives (3, 4, 18). The acetylenic dienophiles also gave a dihydrobenzthienyl-acrylate (16) or -fumarate (11), and the dithienylcyclohexene esters (7) and (14).
Experimental and theoretical study of the [3+2] cycloaddition of carbonyl ylides with alkynes
2012
[EN] The [3 + 2] cycloaddition reaction between carbonyl ylides generated from epoxides and alkynes (phenylacetylene, methyl propiolate, methyl but-2-ynoate and methyl 3-phenylpropiolate) to give substituted 2,5-dihydrofurans was investigated. The effect of indium(III) chloride on the outcome of the reaction was studied in the case of phenylacetylene and methyl propiolate. The thermal reaction between the carbonyl ylide coming from 2,2-dicyano-3-phenyloxirane and both methyl propiolate and methyl but-2-ynoate was theoretically investigated using DFT methods in order to explain the reactivity and regioselectivity observed.
Triazolopyridines. 19. Synthesis and reactions of ylides derived from [1,2,3]triazolo[1,5-a]quinoline and [1,2,3]triazolo[5,1-a]isoquinoline with met…
1997
Abstract Preparation and structure of salts and ylides derived from triazolo[1,5- a ]quinoline 2 and triazolo[5,1- a ]isoquinoline 3 are described. Reactions with methyl propiolate of ylides 6–9 give pyrrolo[1,2- a ]quinolines 13,18 and pyrrolo[2,1- a ]isoquinolines 12, 19 .