56475-33-3Relevant academic research and scientific papers
Bi(OTf)3-catalyzed tandem Meyer-Schuster rearrangement and 1,4-addition to the resulting vinyl ketone
Okamoto, Noriko,Sueda, Takuya,Yanada, Reiko
, p. 9854 - 9859 (2015/01/16)
Bi(OTf)3-catalyzed Meyer-Schuster rearrangement of electron-rich propargyl alcohols, followed by 1,4-addition of the resulting vinyl ketone, proceeded smoothly though Meyer-Schuster rearrangement of primary propargyl alcohols is rare. This tandem reaction can be extended to an intramolecular version, featuring a one-pot dihydroquinolone synthesis. (Chemical Equation Presented).
Oxa-Michael addition promoted by the aqueous sodium carbonate
Guo, Shi-Huan,Xing, Sheng-Zhu,Mao, Shuai,Gao, Ya-Ru,Chen, Wen-Liang,Wang, Yong-Qiang
supporting information, p. 6718 - 6720 (2014/12/11)
An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of β-alkoxycarbonyl compounds.
Unveiling the reactivity of propargylic hydroperoxides under gold catalysis
Alcaide, Benito,Almendros, Pedro,Quiros, M. Teresa,Lopez, Ramon,Menendez, Maria I.,Sochacka-Cwikla, Aleksandra
, p. 898 - 905 (2013/03/14)
Controlled gold-catalyzed reactions of primary and secondary propargylic hydroperoxides with a variety of nucleophiles including alcohols, phenols, 2-hydroxynaphthalene-1,4-dione, and indoles allow the direct and efficient synthesis of β-functionalized ke
p-Toluenesulfonic acid-promoted selective functionalization of unsymmetrical arylalkynes: a regioselective access to various arylketones and heterocycles
Jacubert, Maud,Provot, Olivier,Peyrat, Jean-Fran?ois,Hamze, Abdallah,Brion, Jean-Daniel,Alami, Mouad
experimental part, p. 3775 - 3787 (2010/07/04)
Regioselective hydration of a wide range of internal alkynes has been afforded in high to good yields by using PTSA in EtOH. The scope of the reaction of alkynes has been delineated. Arylaliphatic alkynes and diarylalkynes were regioselectively hydrated in good to excellent yields and short reaction times when the reaction was achieved under microwave irradiation. Moreover, diarylalkynes, arylenynes as well as diaryldiynes bearing a methoxy- or a thiomethyl substituent on the ortho position underwent a regioselective 5-endo-dig-cyclization to give a variety of 2-aryl- and 2-styrylbenzofuran or benzothiphene derivatives. We believe that, this new environmentally metal-free procedure combined to microwave irradiation would be in importance in the search of green laboratory-scale synthesis.
Highly efficient p-toluenesulfonic acid-catalyzed alcohol addition or hydration of unsymmetrical arylalkynes
Olivi, Nathana?l,Thomas, Emmanuel,Peyrat, Jean-Fran?ois,Alami, Mouad,Brion, Jean-Daniel
, p. 2175 - 2179 (2007/10/03)
Under a catalytic amount of PTSA in aqueous or alcoholic media, activated unsymmetrical arylalkynes 1 undergo regioselective water or alcohol addition to afford successfully carbonyl compounds 2 in good to excellent yields. This new environmentally metal-free procedure, which afforded only Markovnikov adducts, is characterized by the mildness of acidic conditions and the excellent regio- and chemoselectivity.
