87769-44-6Relevant articles and documents
Synthesis and antibacterial activities of cadiolides A, B and C and analogues
Boulangé, Agathe,Parraga, Javier,Galán, Abraham,Cabedo, Nuria,Leleu, Stéphane,Sanz, Maria Jesus,Cortes, Diego,Franck, Xavier
, p. 3618 - 3628 (2015/07/27)
The one-pot multicomponent synthesis of natural butenolides named cadiolides A, B, C and analogues has been realized. The antibacterial structure activity relationship shows that the presence of phenolic hydroxyl groups and the number and position of bromine atoms on the different aromatic rings are important features for antibacterial activity, besides it was demonstrated the tolerance of both benzene and furan ring at position 3 of the butenolide nucleus. Furthermore, none of the most relevant antibacterial compounds showed any cytotoxicity in freshly isolated human neutrophils.
Versatile synthesis of acylfuranones by reaction of acylketenes with α-hydroxy ketones: Application to the one-step multicomponent synthesis of cadiolide B and its analogues
Peixoto, Philippe Alexandre,Boulange, Agathe,Leleu, Stephane,Franck, Xavier
, p. 3316 - 3327 (2013/06/27)
Functionalized acylfuranones have been prepared in a one-step procedure by thermal fragmentation of the corresponding dioxinones in the presence of hydroxy ketones in basic conditions. Multicomponent reactions also occur on addition of an aldehyde as a third reaction partner resulting in an expeditious access to cadiolide B and its analogues. A new method for the synthesis of acylfuranones is described based on the fragmentation of dioxinones to acylketenes followed by trapping with hydroxy ketones. Addition of an aldehyde as a third reaction partner leads to a supplementary aldolization/crotonization sequence resulting in an expeditious synthesis of cadiolide B and its analogues. Copyright
Synthesis of 1,3-dioxin-4-one Derivatives
Sato, Masayuki,Ogasawara, Hiromichi,Oi, Keiichi,Kato, Tetsuzo
, p. 1896 - 1901 (2007/10/02)
A facile and general synthesis of 2,2-dimethyl-1,3-dioxin-4-one derivatives (1) is reported.Treatment of β-keto acids with a mixture of isopropenyl acetate and conc. sulfuric acid gave 2,2-dimethyl-1,3-dioxin-4-ones (1).Similar treatment of tert-butyl esters of β-keto acids also gave 1.KEYWORDS - 2,2-dimethyl-1,3-dioxin-4-one derivative; diketene-acetone adduct; diketene; acylketene; β-keto acid; β-keto ester