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Titolo:
A GENERAL SYNTHETIC APPROACH TO ALPHA-HYDROXY PHOSPHORYL COMPOUNDS
Autore:
CONSIGLIO G; FAILLA S; FINOCCHIARO P;
Indirizzi:
UNIV CATANIA,FAC INGN,IST CHIM,VIALE A DORIA 6 I-95125 CATANIA ITALY UNIV CATANIA,FAC INGN,IST CHIM I-95125 CATANIA ITALY
Titolo Testata:
Phosphorus, sulfur and silicon and the related elements
, volume: 117, anno: 1996,
pagine: 37 - 54
SICI:
1042-6507(1996)117:<37:AGSATA>2.0.ZU;2-D
Fonte:
ISI
Lingua:
ENG
Soggetto:
PHOSPHONATES; ESTERS; CONVENIENT; ACIDS;
Keywords:
TRIALKYL PHOSPHITE ADDITION TO CARBONYL COMPOUNDS; NMR, IR AND FAB-MS CHARACTERIZATION; CYCLIC DIALKYL PHTHALIDE-3-PHOSPHONATES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
42
Recensione:
Indirizzi per estratti:
Citazione:
G. Consiglio et al., "A GENERAL SYNTHETIC APPROACH TO ALPHA-HYDROXY PHOSPHORYL COMPOUNDS", Phosphorus, sulfur and silicon and the related elements, 117, 1996, pp. 37-54

Abstract

A general synthetic way for the preparation of a large variety of cc-hydroxy phosphoryl compounds is here reported. In our approach, trialkyl phosphite is added in equimolar amount, at room temperature and under strong acidic conditions (HCl gas), to the corresponding carbonyl compound dissolved in anhydrous dioxane. The reaction is quite exothermic and cooling is often needed; 10-15 min reaction time is sufficient in order to assure almost quantitative yields in the desired product, which can be easily isolated as a white pure solid by concentration ofthe reaction mixture. The reaction works in an excellent way with allkind of aliphatic, aromatic and heteroaromatic aldehydes. The alpha-hydroxy phosphonates obtained were fully characterized by H-1- and P-31-NMR, by FAB-MS and IR spectroscopy. When o-carboxybenzaldehyde was used as a reagent, cyclic dialkyl phthalide-3-phosphonates were obtainedin very good yields (greater than or equal to 90%).

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 26/09/20 alle ore 05:26:34