A SIMPLE AND EFFICIENT ONE POT SYNTHESIS OF 4-OXO-SPIRO AND THEIR REACTIONS WITH DDQ
The treatment of two equivalents of the anion of 3,4-dihydro-1H-quinoline-2-thione (3) with one equivalet of one of the N-substituted 2-bromoacetamides (4a-d) at room temperature afforded the title compounds in good yields (Scheme 1, Table 1).The reaction of the compounds (6a-d) with DDQ at room temperature and 90 deg C was studied.Mechanistic aspects of the processes are briefly discussed.
Selective synthesis of isoquinolin-3-one derivatives combining Pd-catalysed aromatic alkylation/vinylation with addition reactions: The beneficial effect of water
The three-component, palladium/norbornene-catalysed reaction of 1, haloamides 2 and properly substituted olefins 3 performed in DMF/water at: 80 °C selectively gave 5 and 6 through three- and. four-bond-forming reactions, respec tively. The presence of water was crucial to obtain products in fair to good yields,
Ferraccioli, Raffaella,Forni, Alessandra
experimental part
p. 3161 - 3166
(2009/12/07)
Microwave-assisted solvent-free intramolecular 1,3-dipolar cycloaddition reactions leading to hexahydrochromeno[4,3-b]pyrroles: scope and limitations
We report the microwave-assisted solvent-free synthesis of hexahydrochromeno[4,3-b]pyrroles. Intramolecular 1,3-dipolar cycloadditions proceed under these conditions within 15-40 min in 16-84% yields. An influence of the microwave irradiation upon various [3+2] cycloaddition reaction intermediates was studied. Additionally, a scope and limitations of these reactions including an influence of the dipolarophile geometry upon the cycloaddition selectivity and steric demands of the dipole upon its reactivity were also disclosed. These observations led us to postulate a preferable transition state of the reaction. Finally, an influence of the microwave irradiation to the isomerization of activated olefins was also described.
Pospí?il, Ji?í,Potá?ek, Milan
p. 337 - 346
(2007/10/03)
Using cross-metathesis to couple L-phenylalanine to a macrocyclic lactam
Grubbs' second generation ruthenium catalyst was used to couple the amino acid L-phenylalanine to a 17-membered lactam, using cross-metathesis with an E-alkene favored in the process. The best coupling conditions gave the product in 48% yield. The reversi
Enholm, Eric,Low, Tammy
p. 2272 - 2276
(2007/10/03)
Synthesis of γ-Butyrolactams by the Palladium-Catalyzed Cyclization of N-Allylbromoacetamides
N-Allylbromoacetamides undergo cyclizatlon to give γ-butyrolactams in the presence of palladium catalysts and a base. - Key words: Palladium-catalyzed cyclization; γ-Butyrolactam.
Yang, Shyh-Chyun,Shea, Fang-Rong
p. 969 - 972
(2007/10/03)
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