32933-07-6Relevant academic research and scientific papers
Heterocyclization reaction of propargyl acetate with β-dicarbonyl compounds
Badanyan,Chobanyan,Tirakyan,Danielyan
, p. 781 - 784 (1998)
The regiochemistry of the reaction of propargyl acetate with CH acids in the presence of mercury (II) acetate in dimethylsulfoxide has been investigated. Derivatives of furan or unsaturated diketones were isolated depending on the nature of the 1,3-dicarbonyl and the possibility of reduction of the organomercury intermediate. 1999 Kluwer Academic/Plenum Publishers.
A New Platinum Complex Catalyzed Reaction Involving Nucleophilic Substitution at the Central Carbon Atom of the π-Allyl Ligand
Kadota, Joji,Komori, Shinji,Fukumoto, Yoshiya,Murai, Shinji
, p. 7523 - 7527 (2007/10/03)
The reaction of 2-chloro-allyl acetate with sodium ethyl acetoacetate in the presence of a platinum-(0) complex gave furan derivatives. The key feature of this new platinum-catalyzed reaction is the nucleophilic substitution at the central carbon atom of π-allyl complexes. The regioselectivity of the nucleophilic attacks (central or terminal) is dependent on the pKa of the nucleophile. In addition, a labeling experiment revealed that a rapid syn-anti isomerization of the (π-allyl) platinum complexes occurs.
Ozonolysis of tri- and tetra-substituted furans to α-dicarbonyl compounds
Sato, Nobuhiro,Kondo, Masanori,Taylor, Edward C.
, p. 129 - 138 (2007/10/03)
This paper reports the oxidative conversion of 2,4,5-trimethylfur-3-yl and 2,4-dimethylfur-3-yl groups with ozone into pyruvoyl substituents.
Facile strategy to 3-acylfurans by silver(I)/celite-mediated cycloaddition of 1,3-dicarbonyl compounds to vinyl sulfides. First total synthesis of α-clausenan
Lee Yong Rok, R.,Kim, Nam Suk,Kim, Byung So
, p. 5671 - 5674 (2007/10/03)
An efficient synthesis of 3-acylfurans is achieved by silver((I)/Celite-mediated cycloaddition of dicarbonyl compounds, with vinyl sulfides.
A STRATEGY TO 3-ACYL-4-METHYL FURANS. SYNTHESIS OF (+/-)-EVODONE
Srikrishna, A.,Krishnan, K.
, p. 4995 - 4996 (2007/10/02)
Synthesis of Evodone 1 via the radical cyclisation of the bromoacetal 4 to methylene tetrahydrofuran 5 is described.
SYNTHESIS OF 3-ACYL AND 3-CARBOALKOXYFURANS BY THE CERIC AMMONIUM NITRATE PROMOTED ADDITION OF 1,3-DICARBONYL COMPOUNDS TO VINYLIC ACETATES
Baciocchi, Enrico,Ruzziconi, Renzo
, p. 1841 - 1846 (2007/10/02)
3-Acyl- and 3-carboalkoxyfurans can be prepared in 30-55percent yield by the oxidative addition of 1,3-dicarbonyl compounds to vinylic acetates induced by ceric ammonium nitrate.
A new furan annelation reaction by the palladium-catalyzed reaction of 2-alkynyl carbonates or 2-(1-alkynyl)oxiranes with β-keto esters
Minami, Ichiro,Yuhara, Masami,Watanabe, Hiroyuki,Tsuji, Jiro
, p. 225 - 242 (2007/10/02)
A new furan annelation by the palladium-catalyzed reaction of 2-alkynyl carbonates with β-keto esters is described.The reaction proceeds under mild neutral conditions and hence unstable 3-alkylidene-2,3-dihydrofurans can be prepared in this way.Similarly,
ALKYLATION OF β-DICARBONYL COMPOUNDS BY 1,2,3-TRIHALOPROPANES AS A METHOD FOR THE PREPARATION OF β-SUBSTITUTED FURANS
Akhmedov, Sh. T.,Sadykhov, N. S.,Ismailov, V. M.,Akhundova, M. A.,Sadovaya, N. K.,et al.
, p. 1291 - 1295 (2007/10/02)
Alkylation of β-dicarbonyl compounds by 1,2,3-trihalides leads to a readily separable mixture of mono- and dialkylation products, and under more rigorous conditions, to 3-substituted 2,4-dimethylfurans.A similar reaction with propargyl bromide leads to furans with a "normal" structure, namely, 2,5-dimethylfurans.
1-Nitro-1-(phenylthio)propene as a New Nitro Olefin Reagent for 3-Methylfuran Annulation and Its Application to the Synthesis of Some Furanoterpenoids
Miyashita, Masaaki,Kumazawa, Toshiaki,Yoshikoshi, Akira
, p. 2945 - 2950 (2007/10/02)
1-Nitro-1-(phenylthio)propene (9) was synthesized from (phenylthio)acetic acid (6) in five steps.This nitro olefin reacted with dimedone (1) with KF catalysis to yield dihydrofurans 10a and 10b, both of which were converted to 3-methylfuran 13 on NaIO4 ox
