The preparation and properties of diethyl, di-n-propyl-, di-isopropyl-, of certain of the methyl and ethyl iodide adducts and the oxides, sulphides, and selenides are described. Diethyl and di-isopropylaminophenylphosphines have been shown to rearrange to the corresponding N-alkyldialkylaminophosphazenes, polycyclo(phenylphosphine), and alkylarnines. The infrared and n.m.r. spectra of some of J. Chem. SOC. (A), 1967 Part 1V.l Di(alkylamin0)-Department, Glasgow University, Glasgow and di-t-butylaminophenylphosphines and the compounds are reported.
The preparations and properties of certain bisdialkylaminophenylphosphines, Ph*P(NR,), and Ph-P(NR',) *NR,, and of diethylaminodiphenylphosphine, Ph,PNEt,, are described. 1 : 1 Compounds with methyl iodide are formed. The location of the methyl group in the adduct with Ph*P(NEt,), has been established by nuclear magnetic resonance studies. Complex formation with mercuric iodide is reported.COMPOUNDS in which tervalent phosphorus is directly bound to nitrogen have been little investigated so far, although they are clearly of interest both as potential ligands and as precursors of possible polymeric material. The first investigation of these aminophosphines, by Michaelis,l led to the preparation of compounds in the series Cl,P.
Pyrroles and quinolones represent core structures, which are routinely found in both natural and synthetic bioactive substances. Consequently, the development of efficient and regiospecific methods for the preparation of such heterocycles with unique functionality is of some importance. We describe herein the regiospecific synthesis of 1,2,3,4-tetrasubstituted pyrroles containing polar substituents and such products are prepared from vinylogous carbamates and vinylogous aminonitriles. We also describe the regiospecific synthesis of 3-aryl containing 1,3,6trisubstituted quinolones from vinylogous carbamates. The use of an amine exchange reaction to prepare precursors for the pyrrole and quinolone forming cyclizations represents a key factor in the strategy.
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