Dimethyl Acetylenedicarboxylate (dimethyl + acetylenedicarboxylate)

Distribution by Scientific Domains


Selected Abstracts


2,3,4-Triphenyl-3-azabicyclo[3.2.0]hepta-1,4-diene , Facile Ring-Opening by Electrophiles and Novel Reactions with Dimethyl Acetylenedicarboxylate

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 22 2004
Kiyoshi Matsumoto
Abstract A 3-azabicyclo[3.2.0]hepta-1,4-diene with no substituent in the cyclobutene moiety has been prepared for the first time; it undergoes extremely facile electrophilic attack at the ,-position to give the ring-opened product, probably by a retro-Friedel,Crafts process. The title compound also undergoes a novel reaction with dimethyl acetylenedicarboxylate to afford the azepine. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source]


Silver Triflate-Catalyzed or Electrophile-Mediated Tandem Reaction of N, -(2-Alkynylbenzylidene)hydrazides with Dimethyl Acetylenedicarboxylate

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 10 2009
Zhiyuan Chen
Abstract Different outcomes were generated under different conditions for the tandem reactions of N, -(2-alkynylbenzylidene)hydrazides with dimethyl acetylenedicarboxylate (DMAD) catalyzed by silver triflate or in the presence of electrophiles. The unexpected isoquinoline-based azomethine ylides were obtained when the reaction was catalyzed by silver triflate or in the presence of bromine, while the fused 1,2-dihydroisoquinolines were afforded when iodine was employed in the above tandem reactions. [source]


ChemInform Abstract: Pyridine/Potassium tert-Butoxide Catalyzed Benzannulation of ,-Diketones with Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 16 2010
Bin Hu
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: Silver Triflate Catalyzed or Electrophile-Mediated Tandem Reaction of N,-(2-Alkynylbenzylidene)hydrazides with Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 49 2009
Zhiyuan Chen
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: A One-Pot Synthesis of Functionalized 3-Pyrolin-2-ones by a Four-Component Reaction Between Triphenylphosphine, Primary Amines, Dimethyl Acetylenedicarboxylate and Ethyl Chlorooxoacetate.

CHEMINFORM, Issue 15 2008
Mohammad Anary-Abbasinejad
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


Synthesis of Fused ,-Methylene-,-butyrolactone Derivatives Through Pyridine-Induced Addition of Phenols to Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 40 2006
Issa Yavari
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Reaction of Dimethyl Acetylenedicarboxylate with 2-Mercaptoperimidine and 2-Mercaptobenzimidazole.

CHEMINFORM, Issue 26 2006
Kamal M. El-Shaieb
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Facile Synthesis of Highly Substituted 3-Aminofurans from Thiazolium Salts, Aldehydes, and Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 11 2006
Cheng Ma
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Cleavage of 7- and 8-Nitropyrido[1,2-a]benzimidazoles on Treatment with Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 38 2005
Alexey V. Varlamov
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Reaction of 4-Aryl-1-(4-oxo-3,4-dihydrothieno [2,3-d]pyrimidin-2-yl)thiosemicarbazides with Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 9 2005
R. I. Vas'kevich
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


A Novel Synthetic Method of Bicyclic Pyrans via the Palladium-Catalyzed Tandem Cyclization/Ring Expansion Between Enynals and Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 43 2004
Kenichiro Sato
No abstract is available for this article. [source]


Novel Pyridine-Catalyzed Reactions of Dimethyl Acetylenedicarboxylate (DMAD) and Arylmethylidenemalononitriles: A Stereoselective Synthesis of Highly Substituted Buta-1,3-dienes.

CHEMINFORM, Issue 30 2004
Vijay Nair
No abstract is available for this article. [source]


A Novel Multicomponent Reaction Involving Isocyanide, Dimethyl Acetylenedicarboxylate (DMAD), and Electrophilic Styrenes: Facile Synthesis of Highly Substituted Cyclopentadienes.

CHEMINFORM, Issue 28 2004
Vijay Nair
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Reaction Between Alkyl Isocyanides and Dimethyl Acetylenedicarboxylate in the Presence of Polyhydroxybenzenes.

CHEMINFORM, Issue 10 2004
Synthesis of 4H-Chromene Derivatives.
No abstract is available for this article. [source]


Reaction Between Naphthols and Dimethyl Acetylenedicarboxylate in the Presence of Phosphites.

CHEMINFORM, Issue 27 2003
5 -phosphaphenanthrenes, Benzochromene Derivatives., Synthesis of Stable Oxa-
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Reactions of 1,3-Dipolar Aldazines and Ketazines with the Dipolarophile Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 15 2003
Abdullah El-Alali
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


ChemInform Abstract: Inverse Wittig Reaction of Oxaphosphetenes Formed by the [2 + 2] Cycloaddition of Arylphosphine Oxides and Dimethyl Acetylenedicarboxylate (DMAD).

CHEMINFORM, Issue 20 2002
Gyoergy Keglevich
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: Novel Pyridine-Catalyzed Reaction of Dimethyl Acetylenedicarboxylate with Aldehydes: Formal [2 + 2] Cycloaddition Leading to 2-Oxo-3-benzylidinesuccinates.

CHEMINFORM, Issue 11 2002
Vijay Nair
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


ChemInform Abstract: [2 + 2] Cycloadditions of Benzofuran-3(2H)-one Enamines with Dimethyl Acetylenedicarboxylate.

CHEMINFORM, Issue 18 2001
N. Tunoglu
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


Thieno[2,3- d]pyrimidines in the Synthesis of Antitumor and Antioxidant Agents

ARCHIV DER PHARMAZIE, Issue 5 2010
Ashraf A. Aly
Abstract Dimethyl acetylenedicarboxylate, ethyl propiolate, and E -dibenzoylethylene react with thienopyrimidines (cyclo-pentyl, -hexyl, and -heptyl) derivatives to form thiazolo[3,2- a]thieno-[2,3- d]pyrimidin-2-ylidene) acetates, thieno[2,3- d]pyrimidin-2-ylthioacrylates, and thieno[2,,3,:4,5]pyrimido[2,1- b][1,3]thiazin-6-ones, respectively. Reactions proceed via cyclization and thio-addition processes. Some derivatives of thienopyrimidines showed high inhibition of Hep-G2 cell growth compared with the growth of untreated control cells. However, the fused heptyl of thienopyrimidothiazines indicates a promising specific antitumor agent against Hep-G2 cells with IC50 < 20 ,M. [source]


Reactivity and X-ray Structural Studies in Ligand Substitution of [Cp/(Ind)Ru(dppf)Cl] , Epimerisation in [Cp/(Ind)Ru(Josiphos)Cl] {Cp = ,5 -C5H5, Ind = ,5 -C7H9, dppf = 1,1,-Bis(diphenylphosphanyl)ferrocene, Josiphos = (R)-(,)-1-[(S)-2-(Diphenylphosphanyl)ferrocenyl]ethyldicyclohexylphosphane}

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, Issue 3 2007
Sin Yee Ng
Abstract Ligand substitution of [(Ind)Ru(PPh3)2Cl] (1) led to the isolation of [(Ind)Ru(PPh3){Ph2P(CH2)2C9H7}Cl] (2), [(Ind)Ru(dppf)Cl] (3) and [(Ind)Ru{(Ph2PCH2)3CMe}]PF6 ([4]PF6), and diastereoisomers [(R)- and (S)-(Ind)Ru(Josiphos)Cl] [(R)- 5 and (S)- 5], where (R)-(S)-Josiphos is the ferrocene-based chiral diphosphane ligand (R)-(,)-1-[(S)-2-(diphenylphosphanyl)ferrocenyl] ethyldicyclohexylphosphane. The Cp analogues of 5, viz. (R)- 6 and (S)- 6, were also obtained from [CpRu(PPh3)2Cl] (1a). Josiphos-dependent epimerisation was observed, with conversion of the (S) isomer to the (R) isomer in both cases. Chloride abstraction of 3 with NaPF6 in CH3CN and NaN3 in EtOH gave [(Ind)Ru(dppf)(CH3CN)]PF6 ([7]PF6) and [(Ind)Ru(dppf)(N3)] (8), respectively. The azido ligand in 8 underwent [3+2] dipolar cycloaddition with dimethyl acetylenedicarboxylate to give a N -bound bis(methoxycarbonyl)-1,2,3-triazolato complex, 9. X-ray crystal structures of the new complexes, except (R)- 5, (S)- 5 and (S)- 6, have been determined. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007) [source]


The Role of [,2 -Bis(tert -butylsulfonyl)acetylene](carbonyl)(,5 -cyclopentadienyl)cobalt(I) as an Intermediate in the Alkyne Dimerisation,

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, Issue 20 2005
Tobias H. Staeb
Abstract Dicarbonyl(,5 -cyclopentadienyl)cobalt(I) (1) reacts with the electron-poor alkyne bis(tert -butylsulfonyl)acetylene to give the corresponding cyclobutadiene complex 6, whereas the reaction of [CpCo(CO)2] with dimethyl acetylenedicarboxylate yields the cyclopentadienone complex 7 under the same conditions. The cyclobutadiene complex 6 could not be obtained by the treatment of [,2 -bis(tert -butylsulfonyl)acetylene](carbonyl)(,5 -cyclopentadienyl)cobalt(I) [3(H)] with an excess of bis(tert -butylsulfonyl)acetylene. The same holds for the treatment of 3(H) with dimethyl acetylenedicarboxylate and bis(catecholatoboryl)acetylene. With these results we assume that the monoalkyne complex 3(H) is not an intermediate in the alkyne oligomerisation of electron-poor alkynes, as was shown for electron-rich ones. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]


2,3,4-Triphenyl-3-azabicyclo[3.2.0]hepta-1,4-diene , Facile Ring-Opening by Electrophiles and Novel Reactions with Dimethyl Acetylenedicarboxylate

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 22 2004
Kiyoshi Matsumoto
Abstract A 3-azabicyclo[3.2.0]hepta-1,4-diene with no substituent in the cyclobutene moiety has been prepared for the first time; it undergoes extremely facile electrophilic attack at the ,-position to give the ring-opened product, probably by a retro-Friedel,Crafts process. The title compound also undergoes a novel reaction with dimethyl acetylenedicarboxylate to afford the azepine. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source]


Indolizines, triazolo[4,3- a]pyridines, benzimidazo[1,2- d]oxadiazoles, and pyrazolo[1,5- c]triazoles via nitrogen and sulfur ylides

HETEROATOM CHEMISTRY, Issue 6 2004
Kamal M. Dawood
The pyridinium salts 2a,b reacted with dimethyl acetylenedicarboxylate (DMAD) to give the indolizine derivatives 6a,b. Pyridinium salts 2a,b also reacted with pyrazole-5-diazonium salt to afford the hydrazonoyl bromides 8a,b, which on treatment with aqueous ethanolic sodium carbonate furnished the 8aH -1,2,4-triazolo[4,3- a]pyridine 10. When sulfonium bromide 11 was treated with nitrous acid and with pyrazole-5-diazonium salt, it afforded the new hydroximoyl and hydrazonoyl halides 12 and 17, respectively. Compound 12 reacted with 2-methylthiobenzimidazole to furnish benzimidazo[1,2- d]-1,2,4-oxadiazole derivative 14. Treatment of either 12 with 3-phenyl-5-aminopyrazole or 17 with triethylamine resulted in the formation of the same product: pyrazolo[1,5- c]-1,2,4-triazole derivative 16. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:432,436, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20037 [source]


Formation and x-ray crystallographic analysis of a 1,2,5 -oxaphosphol-5(2H)-one

HETEROATOM CHEMISTRY, Issue 4 2001
Naokazu Kano
Reaction of an iminophosphorane 2 bearing the Martin ligand with dimethyl acetylenedicarboxylate, followed by a ring opening reaction of a [2+2]-cycloadduct between them, gave the corresponding ,-iminoalkylidenephosphorane 3, which was hydrolyzed to afford 1,2,5 -oxaphosphol-5(2H)-one 4. The structure of the novel five-membered ring compound 4 was established by X-ray crystallographic analysis. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:282,286, 2001 [source]


Regio- and Stereoselective Intermolecular Hydroalkoxylation of Alkynes Catalysed by Cationic Gold(I) Complexes

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 10 2010
Avelino Corma
Abstract Vinyl ethers and ketals are obtained from the reaction of phenylacetylene derivatives and dimethyl acetylenedicarboxylate (DMAD) with alcohols in good yields and levels of stereoselectivity by using cationic gold(I)-phosphine complexes as catalysts. By choosing the appropriate phosphine, the selective formation of the Z or the E isomer of the vinyl ether can be tuned, and the undesired formation of the ketal can be controlled. The isomerisation of fumarates (Z -isomer) to maleates (E -isomer) is a gold-catalysed process that can be conducted in one-pot. When using polyols, 5-membered cyclic ketals are easily isolated by extraction with hexane and the gold complex can be reused. [source]


Silver Triflate-Catalyzed or Electrophile-Mediated Tandem Reaction of N, -(2-Alkynylbenzylidene)hydrazides with Dimethyl Acetylenedicarboxylate

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 10 2009
Zhiyuan Chen
Abstract Different outcomes were generated under different conditions for the tandem reactions of N, -(2-alkynylbenzylidene)hydrazides with dimethyl acetylenedicarboxylate (DMAD) catalyzed by silver triflate or in the presence of electrophiles. The unexpected isoquinoline-based azomethine ylides were obtained when the reaction was catalyzed by silver triflate or in the presence of bromine, while the fused 1,2-dihydroisoquinolines were afforded when iodine was employed in the above tandem reactions. [source]


Cyclocondensation of amidines with dimethyl acetylenedicarboxylate: A convenient entry into tetramic acids

JOURNAL OF HETEROCYCLIC CHEMISTRY, Issue 2 2006
Ihsan Erden
Amidines undergo cyclocondensations with dimethyl acetylenedicarboxylate (DMAD) to give highly functionalized 5-dialkylamino-4-pyrrolin-3-ones. The products are crystalline, highly colored compounds that are uniquely functionalized and represent advanced intermediates in the construction of several other heterocyles, in particular the biologically active tetramic acids. The synthetic transformations of these compounds to tetramic acids are also described. [source]


Generation and reactivity of 3-carbethoxy-5-phenyl- 5H,7H -thiazolo[3,4- c]oxazol-4-ium-1-olate

JOURNAL OF HETEROCYCLIC CHEMISTRY, Issue 4 2004
Teresa M. V. D. Pinho e Melo
3-Carbethoxy-5-phenyl-5H,7H -thiazolo[3,4- c]oxazol-4-ium-1-olate was generated from (2R,4R)- N -ethoxyoxalyl-2-phenylthiazolidine-4-carboxylic acid and its reactivity studied. This münchnone showed low reactivity as dipole although from the reaction with dimethyl acetylenedicarboxylate the corresponding (3R)-3-phenyl-17H,3H -pyrrolo[1,2- c]thiazole-5,6,7-tricarboxylate could be isolated. The thermolysis of (2R,4R)- N -ethoxyoxalyl-2-phenylthiazolidine-4-carboxylic acid in refluxing acetic anhydride led to the synthesis of N -(1-ethoxycarbonyl-2-phenylvinyl)-2-phenyl-4-thioxo-1,3-thiazolidine. The structure of methyl (2R,4R)- N -ethoxyoxalyl-2-phenylthiazoliddine-4-carboxylate was determined by X-ray crystallography. [source]


Design and synthesis of a novel intercalating isoxazolyl bis-lexitropsin conjugate

JOURNAL OF HETEROCYCLIC CHEMISTRY, Issue 2 2001
Xiaochun Han
9-Anthracene nitrile oxide directly generated from 9-anthracenealdoxime and N -chlorosuccinamide (NCS), reacts with dimethyl acetylenedicarboxylate (DMAD) and affords the corresponding 3-(9,-anthra-cenyl)-isoxazole-4,5-dicarboxylic acid ester (3) with good yield in a very short period. Double activation reaction between (3) and hydrogenated lexitropsin (5) in a 1:2 molar ratio, produced a bis-lexitropsin product (6) (major product) and mono-lexitropsin product (7). [source]