117712-18-2Relevant academic research and scientific papers
Synthesis of polycarpine, a cytotoxic sulfur-containing alkaloid from the ascidian Polycarpa Aurata, and related compounds
Radchenko, Oleg S.,Novikov, Vyacheslav L.,Willis, Richard H.,Murphy, Peter T.,Elyakov, George B.
, p. 3581 - 3584 (2007/10/03)
Polycarpine 1, a highly cytotoxic marine natural product, has been synthesized in three steps from p-methoxyphenacyl bromide 4 in 57% overall yield. The key reaction for construction of the symmetrically substituted disulfide linkage of polycarpine is the treatment of 2-amino-4-(4-methoxyphenyl)-1-methylimidazole 17 with S2Cl2 in acetic acid. In a similar way ten related compounds, including three thiazole analogues, have been prepared. Most of them exhibit high cytotoxic activities against an array of human cancer cell lines.
Cycloaddition Reactions of 3-Methyloxazolium-5-olates to 4-Arylidene-5(4H)-isoxazolones
Clerici, Francesca,Erba, Emanuela,Mornatti, Pierluigi,Trimarco, Pasqualina
, p. 295 - 300 (2007/10/02)
The unstable cycloadducts formed from benzylideneisoxazolones 2 and oxazolium-5-olates 1 undergo CO2 elimination to afford the stereoisomeric substituted 3,7-diazaspirononane derivatives 3, which were isolated in one case (3a,b).On further reaction, compounds 3 are transformed into pyrrole-3-carboxylic acids 4.Reaction paths and regiochemical behaviour are discussed. - Keywords: 5(4H)-Isoxazolones, 4-arylidene-/ Muenchnones/ Pyrrole-3-carboxylic acids
SYNTHESIS AND STEREOCHEMISTRY OF 2,2,3-TRIMETHYL-5-ARYL-4-AROYLOXYZOLIDINES
Tishchenko, I. G.,Bubel', O. N.,Konovalov, V. A.
, p. 29 - 33 (2007/10/02)
cis-2,2,3-Trimethyl-5-aryl-4-aroyloxazolidines were obtained by heating complex boron trifluoride salts of trans-1-methyl-2-aryl-3-aroylaziridines with acetone.The reaction of complex boron trifluoride salts of cis-1-methyl-2-aryl-3-aroylaziridines leads to substituted benzaldehydes and ω-N-methylaminoacetophenones.
