7300-56-3Relevant academic research and scientific papers
Diazepinium perchlorate: a neutral catalyst for mild, solvent-free acetylation of carbohydrates and other substances
Giri, Santosh Kumar,Gour, Rajesh,Kartha, K. P. Ravindranathan
, p. 13653 - 13667 (2017/03/11)
Diazepinium perchlorate, an essentially neutral organic salt possessing excellent stability, has been found to be well suited for the acetylation of free as well as partially protected sugars, phenols, thiophenols, thiols and other alcohols as well as amines. The diazepinium perchlorate-catalyzed acetylation is mild, organic and solvent-free and leaves acid sensitive protecting groups such as TBDMS/TBDPS/Tr ethers and isopropylidene/benzylidene acetals present on a substrate unaffected. Regioselective hydroxyl protection in partially protected carbohydrate derivatives/polyhydroxylic compounds was possible and was proved to be a convenient time-saving alternative to the conventional synthesis of such compounds. Easy preparation of the catalyst, mild reaction conditions and an environmentally benign protocol are some of the notable features of this reaction. The results obtained on the acetylation of phenols and thiophenols could be rationalized through their local nucleophilicity index obtained from DFT calculations.
TEMPLATE REACTIONS OF FLUORINE-CONTAINING 1,3-DIKETONES WITH ETHYLENEDIAMINE
Burgart, Ya. V.,Skryabina, Z. E.,Saloutin, V. I.
, p. 1849 - 1853 (2007/10/02)
Depending on the nature of the dicarbonyl fragment, the reaction of fluorinated copper(II) bis(1,3-diketonates) with ethylenediamine and its monoprotonated salts under mild conditions gives N,N'-ethylenebis(aminovinyl ketones) and/or 1,4-diazepines.In excess ethylenediamine, copper(II) and nickel(II) N,N'-ethylenebis(aminovinyl ketonates) undergo cyclization to 1,4-diazepines.
CYCLIZATION OF FLUOROALKYL-CONTAINING 1,3-DICARBONYL COMPOUNDS WITH ETHYLENEDIAMINE HYDROPERCHLORATE TO 1,4-DIAZEPINES
Skryabina, Z. E.,Burgart, Ya. V.,Saloutin, V. I.
, p. 788 - 794 (2007/10/02)
2,3-Dihydro-1H-1,4-diazepines and 1,2,3,4-tetrahydro-1,4-diazeptin-5-ones were obtained by direct condensation of fluorine-containing 1,3-diketones and 1,3-keto ethers, respectively, with ethylenediamine monohydroperchlorate.The structure of the compounds was confirmed by 1H NMR, mass spectrometry and molecular weight determination.
