69141-47-5Relevant academic research and scientific papers
Tautomeric selectivity towards colchicinoids in the tosylation of colchiceine on a heterogeneous, easily removable catalyst.
Cavazza, Marino,Pietra, Francesco
, p. 3002 - 3003 (2003)
Here is presented an easy, rapid new method of tosylation of compounds containing acidic OH groups, such as tropolones and phenols, on a solid, removable catalyst, Amberlite IRA-400(OH); of special value is the preferential selectivity for the colchiceine
Identification of 4-isopropyl-thiotropolone as a novel anti-microbial: Regioselective synthesis, NMR characterization, and biological evaluation
Elagawany, Mohamed,Hegazy, Lamees,Cao, Feng,Donlin, Maureen J.,Rath, Nigam,Tavis, John,Elgendy, Bahaa
, p. 29967 - 29975 (2018/09/10)
We have synthesized and separated tosylated thujaplicin isomers for the first time, and elucidated their structures using 1D, 2D-NMR techniques and X-ray crystallography. The tosylated isomers were used to synthesize 4-isopropyl-thiotropolone and 6-isopro
Fluxional sulfonyl derivatives of troponoids and colchicinoids
Cavazza, Marino,Pietra, Francesco
, p. 1895 - 1897 (2007/10/03)
In what represents the first examples of fluxional sulfonyl derivatives, the tosyl group in the couple 4-isopropyltropone/6-isopropyltropone (3/4), the tosyl or mesyl groups in the couple colchicine/isocolchicine (5/6 or 7/8), and the tosyl group in the couples of colchicinoids 9/10 and 11/12, were observed to undergo thermally-induced shift between the two tropolone-like oxygen atoms, likely via a bipyramidal intermediate; recycling of tosylates or mesylates of biologically inactive isocolchicinoids into the corresponding tosylates or mesylates of biologically active colchicinoids affords synthetic value to the unselective tosylation or mesylation of colchiceine.
