20148-17-8

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dihydro-2-hydroxy-1H-isophosphindoline 2-oxide is used as a reagent in the pharmaceutical industry for the synthesis of important drug intermediates. Its unique structure and properties make it a valuable component in the development of new pharmaceutical compounds.
Used in Organic Synthesis:
In the field of organic synthesis, 2,3-Dihydro-2-hydroxy-1H-isophosphindoline 2-oxide is used as an efficient catalyst in various organic reactions. Its ability to facilitate chemical transformations contributes to the advancement of synthetic chemistry and the development of novel organic compounds.
Used in Research and Development:
2,3-Dihydro-2-hydroxy-1H-isophosphindoline 2-oxide is also utilized in research and development settings, where its unique properties and reactivity are explored for potential applications in new chemical processes and the discovery of innovative materials.

Upstream product

• 42104-58-5 ortho-xylene-α,α'-diphosphonic acid 
• 612-12-4 o-Xylylene dichloride 
• 42092-05-7 tetraethyl [1,2-phenylene-bis-(methylene)]bis(phosphonate) 
• 91-13-4 α,α'-dibromo-o-xylene 
• 70179-65-6 2-hydroxy-1,3,4,7-tetrahydroisophosphindole-2-oxide 

Downstream Products

• 42104-64-3 2-(2-methyl-benzyl)-2,3-dihydro-1H-isophosphindole 2-oxide 

Relevant academic research and scientific papers

Facile synthesis of phosphorus-containing heterocycles

2-Hydroxyisophosphindoline-2-oxide 4 and the previously unreported 2-hydroxy-2,3-dihydrophosphaphenalene-2-oxide 5 have been prepared in a one-pot reaction under mild conditions.

Double Arbuzov Reaction of in Situ Generated Bis(trimethylsiloxy)phosphine with Dielectrophiles: Methodology for the Synthesis of Cyclic Phosphinic Acids

Phosphetanic, phospholanic, phosphorinanic, phosphepanic, and phosphocanic acid derivatives have been prepared in a single step by the double Arbuzov reaction of bis(trimethylsiloxy)phosphine (BTSP) with dielectrophiles.Mild, thermal reaction conditions are employed during reaction of BTSP with 1,n-dihaloalkanes (n = 3-7), a ditriflate, and ω-bromo 1,2-epoxides possessing varying levels of steric congestion and functionalization.Isolation and manipulation of pyrophoric BTSP is avoided with in situ generation of the reagent from ammonium hypophosphite and hexamethyldisilazane.Monocyclic, bicyclic, and spirocyclic phosphinic acids are obtained after purification in moderate to good isolated yields.The developed methodology is of particular interest for synthesis of nonhydrolyzable analogues of cyclic phosphodiesters.

SYNTHESIS OF ACYCLIC AND CYLIC DIALKYLPHOSPHINIC ACIDS FROM AMMONIUM HYPOPHOSPHITE

The possibilities of synthesizing dialkylphosphinic and cyclic phosphinic acids from ammonium hypophosphite, hexamethyldisilazane, and corresponding halogen derivatives have been studied.These acids can be prepared in low yield, but the simplicity of the process compensates for this disadvantage.

31P Chemical Shifts and 31P-13C Coupling Effects in the Stereochemical Analysis of Benzo-7-phosphanorbornene Derivatives

The first phosphines based on the benzo-7-phosphanorbornene system have been prepared and found to have extremely deshielded 31P nuclei.The phosphine with a P-tert-butyl group gives the most downfield value (δ +152.5) ever recorded for a tertiary phosphine.The lone-pair orientation in phosphines controls the magnitude of 2J (PC) and 3J (PC), and these effects were used to determine stereochemical features of the phosphines.These compounds were formed by HSiCl3-pyridine reduction of the Diels-Alder adducts of isophosphindole oxides with norbornadiene. 13C NMR was also used to confirm the assignment of these phosphine oxides.