ChemInform Abstract: Conversions of Substituted Phosphinomethylenes Containing 2‐Alkyl‐(Aryl)‐4,5‐dihydro‐5‐thioxo‐4‐oxazolylidene Fragments.

Abstract

217ChemInform Abstract The phosphoranes (Ia), (Ic), and (Ie) react with bromoacetophenone (II) to produce the phosphonium salts (III) which yield the corresponding 5-oxo-oxazolidine derivatives (IV) upon reaction with sodium methoxide. Depending on the reaction conditions, (I) or (IV) react with hydrogen chloride to yield the compounds (V), (VI), or (VIII). With methanol, the oxazolidine ring of (V) or (VI) is cleaved to form the phosphonium salts (VII). Treatment of (VIII) with alkali produces the sulfides (IX). Oxidation of (I) with chlorine yields the disulfides (X). The sulfone (XI) is obtained by oxidation of (IXc). Starting with (Id) and the chloro compound (XII), asymmetric sulfides such as (XIII) are synthesized. (UV-, IR-, 1H-, 13C-, 31P-NMR-data).

1,3-Oxazol-4-ylphosphonium salts as new non-peptide inhibitors of furin

“…triphenylphosphonium iodide (8) was synthesized following a procedure described in the literature [43].…”

“…IR (KBr, ν max , cm -1 ): 1107, 1402, 1434, 1474, 1602, 3048. 1 [2-(4-Chlorophenyl)-5-(2-oxo-2-phenylethylsulphanyl)-1,3-oxazol-4-yl]triphenylphosphonium perchlorate (9) was synthesized following a procedure described in the literature [43]. [2-(4-Chlorophenyl)-5-hydrazino-1,3-oxazol-4-yl] triphenylphosphonium perchlorate (10) was synthesized following a procedure described in the literature [44].…”

“…[2-(4-Chlorophenyl)-5-chloro-1,3-oxazol-4-yl]triphenylphosphonium perchlorate (11) was synthesized as previously described [45]. [2-(2,4-Dichlorophenyl)-5-methylthio-1,3-oxazol-4-yl]triphenylphosphonium iodide (12) was synthesized following a procedure described in the literature [43].…”