503111-24-8Relevant academic research and scientific papers
One-pot synthesis of a new series of 3-alkoxy-5-hydroxy-5-trifluoromethyl-pyrrolidin-2-ones from 1,1,1-trifluoro-4-alkoxyalk-3-en-2-ones
Zanatta, Nilo,Rosa, Luciana S.,Cortelini, Maria F. M.,Beux, Simone,Santos, Ana P. D.,Bonacorso, Helio G.,Martins, Marcos A. P.
, p. 2404 - 2408 (2002)
The synthesis of a new series of 3-alkoxy-5-hydroxy-5-trifluoromethyl pyrrolidin-2-ones 2a-h from the reaction of 1,1,1-trifluoro-4-alkoxyalk-3-en-2-ones 1a-h of the general formula F3CC(O)C(R2)=C(R1)OR, where: R = Me, Et, -(CH2)2-, -(CH2)3-; R1 = H, Me, Ph, p-Me-Ph, p-F-Ph; and R2 = H, Me, -(CH2)2-, -(CH2)3- with sodium cyanide in hydro-alcoholic medium is reported.
Synthesis of novel trifluoromethylated β-acetal-diols and their application to the synthesis of 3-ethoxy-5-hydroxy-5-trifluoromethyl-pyrrolidin-2-one
Zanatta, Nilo,Da Rosa, Luciana S.,Loro, Elisiane,Bonacorso, Helio G.,Martins, Marcos A.P.
, p. 149 - 154 (2007/10/03)
The synthesis of a series of novel trifluoromethylated β-acetal-gem-diols, 4-alkoxy-4-ethoxy-1,1,1-trifluoro-butane-2,2-diols (4a=methoxy, 4b=ethoxy, 4c=allyloxy, 4d=ynyloxy) and 1-(2-alkoxytetrahydro-furan-3-yl)-2,2,2-trifluoro-ethane-1,1-diols (6a=methoxy, 6b=ethoxy, 6c=allyloxy, 6d=ynyloxy) from the reaction of 4-ethoxy-1,1,1-trifluoro-3-buten-2-one (1) and 1-(4,5-dihydro-furan-3-yl)-2,2,2-trifluoro-ethanone (2) with sodium azide in hydro-alcoholic medium, is presented. From these reactions, a small amount (ca. of 20%) of the parent trifluoromethylated β-acetal-ketones, 4-alkoxy-4-ethoxy-1,1,1-trifluoro-butan-2-ones (3a-d) and 2,2,2-trifluoro-1-(2-alkoxy-tetrahydro-furan-3-yl)-ethanones (5a-d) were also obtained. The synthetic potential of the trifluoromethylated β-acetal-diols was demonstrated by its application to the synthesis of 3-ethoxy-5-hydroxy-5-trifluoromethyl-pyrrolidin-2-one (7).
