235087-38-4Relevant academic research and scientific papers
Heteropolyacid-catalyzed direct deoxygenation of propargyl and allyl alcohols
Egi, Masahiro,Kawai, Takuya,Umemura, Megumi,Akai, Shuji
scheme or table, p. 7092 - 7097 (2012/10/07)
The combination of H3[PW12O40] ?nH2O (1 mol %) and Et3SiH led to the direct catalytic deoxygenation of propargyl alcohols, in which proper solvent selection Cl(CH2)2Cl vs CF3CH2OH was the key to obtaining better product yields. Under similar conditions, the deoxygenation of allyl alcohols proceeded to give thermodynamically stable alkenes with migration of the double bonds in good yields.
Decarboxylative elimination of enol triflates as a general synthesis of acetylenes.
Fleming, Ian,Ramarao, Chandrashekar
, p. 1504 - 1510 (2007/10/03)
The enol trifluoromethanesulfonates 4, 8, 12, 17 and 20 of tert-butyl beta-ketodiesters and beta-ketoesters can be hydrolysed to the corresponding carboxylic acids by dissolution in trifluoroacetic acid. The dicarboxylic acids undergo mild decarboxylative elimination to give the acetylenic acids 4 and 9 in aqueous sodium bicarbonate solution at room temperature. Similarly, the monocarboxylic acids give the terminal and mid-chain acetylenes 13, 18, 21, and 24 by refluxing in acetone with potassium carbonate. One of the substituents on the acetylenes can be methyl, primary alkyl, secondary alkyl or ethynyl, and the other can be a carboxylic acid, hydrogen or primary alkyl, but the enol trifluoromethanesulfonates could not be prepared when one of the substituents was tert-butyl, nor when both substituents on the precursor to the acetylene were secondary alkyl.
Decarboxylative elimination of enol triflates as a general synthesis of acetylenes
Fleming, Ian,Ramarao, Chandrashekar
, p. 1113 - 1114 (2007/10/03)
Decarboxylative elimination of a range of enol triflates of β-keto esters gives acetylenes.
