103675-29-2Relevant articles and documents
Oxidative Cyclization of β,γ-Unsaturated Carboxylic Acids Using Hypervalent Iodine Reagents: An Efficient Synthesis of 4-Substituted Furan-2-ones
Kiyokawa, Kensuke,Takemoto, Kenta,Yahata, Shunsuke,Kojima, Takumi,Minakata, Satoshi
supporting information, p. 2907 - 2912 (2017/06/27)
The oxidative cyclization of β-substituted β,γ-unsaturated carboxylic acids using a hypervalent iodine reagent to provide 4-substituted furan-2-one products, is reported. In this cyclization, the use of a highly electrophilic PhI(OTf) 2, which is in situ prepared from PhI(OAc) 2 and Me 3 SiOTf, is crucial. Depending on the substitution pattern at the α-position of the substrates, furan-2(5 H)-ones or furan-2(3 H)-ones are produced. Thus, the present method offers a useful tool for accessing various types of 4-substituted furan-2-ones that are important structural motifs in the field of organic chemistry and medicinal chemistry.
Gold-catalyzed cascade oxidative cyclization and arylation of allenoates
Zhang, Rui,Xu, Qin,Chen, Kai,Gu, Peng,Shi, Min
supporting information, p. 7366 - 7371 (2013/11/19)
An AuI/AuIII catalytic system was found to be effective for the cascade oxidative arylation and cyclization of allenoates with arylboronic acids to give the corresponding cyclic adducts in moderate yields. This reaction system constitutes a new method for the synthesis of β-aryl-γ-butenolides under mild conditions. Based on the previous mechanistic studies, a proposed AuI/AuIII redox catalytic cycle has been outlined. An AuI/AuIII catalytic system was found to be effective for the cascade oxidative arylation and cyclization of allenoates with various arylboronic acids to give the corresponding cyclic adducts in moderate yields. This reaction system enabled the synthesis β-aryl-γ-butenolides under mild conditions. Based on previous mechanistic studies, an AuI/AuIII redox catalytic cycle has been outlined. Copyright
Rapid access to 4-substituted-pyrones and 2(5H)-furanones via a palladium-catalyzed C-OH bond activation
Hu, Yi,Ding, Qiuping,Ye, Shengqing,Peng, Yiyuan,Wu, Jie
supporting information; experimental part, p. 7258 - 7262 (2011/10/08)
An efficient palladium-catalyzed cross-coupling reaction of 4-hydroxy-pyrone or 4-hydroxy-2(5H)-furanone with arylboronic acid is described, which affords the 4-substituted-pyrones and 2(5H)-furanones in good yields. This transformation proceeds through a C-OH bond activation under mild conditions.
An expedient palladium-mediated route to 3-arylfurans
Taniguchi, Takahiko,Nagata, Hiroshi,Kanada, Regina Mikie,Kadota, Kohei,Takeuchi, Miwako,Ogasawara, Kunio
, p. 67 - 71 (2007/10/03)
A facile route to 3-arylfurans has been developed by employing the Heck reaction between 2,5-dihydro-2,5-dimethoxyfuran and aryl iodides as the key step.
Reductive Carbonylation of Acetylenes under Water-Gas Shift Reaction Conditions. Synthesis of Furan-2(5H)-ones from Terminal and Non-substituted Acetylenes
Joh, Takashi,Nagata, Hiroyuki,Takahashi, Shigetoshi
, p. 1305 - 1308 (2007/10/02)
Under water-gas reaction conditions terminal and non-substituted acetylenes are selectively converted into furan-2(5H)-ones by catalysis with a rhodium carbonyl cluster.