Francisco Palacios

Facile and efficient preparation of the unknown primary β-enaminophosphines. Synthesis of the first 1,3,4-diaza-λ5-phosphinines.

Abstract N -Arylphospha-λ 5 -azenes (1) and (3) were reduced with LiAlH 4 to phosphine derivatives. The addition of ethyl azidoformate to β-enaminophosphine (4) followed by heating at 150°C yielded 1,3,4-diaza-λ 5 -phosphinine derivatives (8).

One pot synthesis of 2-vinyl-1-azadienes and divinylketones

Abstract Preparation of 2-vinyl-1-azadienes and 1,4-pentadien-3-ones from N -phenyl-triphenyl-λ 5 -phospazene, triphenyl(prop-2-ynyl)phosphonium bromide and aldehydes is described.

A simple and efficient “one-pot” synthesis of 2-aza-1,3-butadienes from N-vinylic λ5phosphazenes

Reaction of N-vinylic λ5-phosphazenes (1) with acyl halides followed by addition of nucleophiles lead to 1-donor substituted 3-alkoxycarbonyl-2-aza-1,3-butadienes (2) with good to excellent yields.

Reactions of N-alkoxycarbonyl alkyldiphenyl-λ5-phosphazenes with acetylene esters. Synthesis of 1-aza-2-oxo-4λ5-phosphinines

Abstract N-Alkoxycarbonyl alkyldiphenyl-λ5-phosphazenes react with acetylene esters yielding stabilized phosphonium ylides. Subsequent metalation with KH leads to azaphosphinines.

A simple and efficient synthesis of 2-amino-1,3-butadienes from β-enamino phosphonium salts

Abstract A new and very simple synthesis of 2-amino-1,3-butadienes is described through Wittig reaction of the phosphoranes generated “in situ” from the β-enamino phosphonium salts with aldehydes.

A simple synthesis of the first 1-2λ5-benzazaphosphinine ring.

Abstract Benz-azaphosphininones (1) are synthesized by intramolecular cyclo-condensation of phosphine imides (2) in the presence of base.

Mechanistic aspects of the reaction of some phosphonium ylides with alkyl propynoates

Abstract The reaction of alkoxycarbonylmethylentriphenylphosphonium ylides 7 with alkyl propynoates 6 in dichlormethane proceeds via [2+2] cycloaddition rather than Michael addition, to lead to stabilised phosphonium ylides.

Stereoselective Syntheses of Allylic Amines Through Reduction of 1-Azadiene Intermediates

Abstract The stereoselective synthesis of primary and secondary E-allylic amines by reduction of 1-azadiene intermediates is described. β-Enamino phosphonium salts are suitable starting materials to prepare secondary allylic amines. Two methods are reported for the obtention of primary allylic amines from 4-amino-1-aza-1,3-dienes. Method A leads to the desired compounds by straight reduction with AlH3 or DIBALH; method B is a stepwise procedure that allows for better yields when sterically hindered 4-amino-1-aza-1,3-dienes are employed.

REACTION OF SCHIFF BASES WITH ACRYLAMIDES. SYNTHESIS OF 2-OXOTETRAHYDROPYRIDINES

Ketimines react with acrylamide and methacrylamide in the presence of aluminium chloride to afford 2-oxotetrahydropyridines by a C-alkylation pathway.

Amide rhodium and iridium complexes derived from Z-N-phenyl,β-(amino)-4-methylstyryldiphenylphospha-1 λ5-azene

Abstract Mononuclear amide rhodium and iridium complexes of the formulae M(LH)(COD) and M(LH)(CO)(PPh 3 ) (M = Rh, Ir; COD = 1,5-cyclooctadiene; LH = deprotonated Z-N -phenyl,β-(amino)-4-methylstyryldiphenylphospha-1 λ 5 -azene) are described. The related amine ionic compounds [M(COD)(LH 2 )]ClO 4 , [Rh(CO) 2 (LH 2 )] CLO 4 , [Rh(CO)(PPh 3 )(LH 2 )]ClO 4 , [M(COD)(LH 2 )][M(Cl) 2 (COD)] and [Rh(CO) 2 (LH 2 )] [Rh(Cl) 2 (CO) 2 ] have also been obtained.