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Michaelis-Arbuzov-Type Reaction of 1-Imidoalkyltriarylphosphonium Salts with Selected Phosphorus Nucleophiles
- Source :
- Molecules, Molecules, Vol 24, Iss 18, p 3405 (2019), Volume 24, Issue 18
- Publication Year :
- 2019
-
Abstract
- In this study, Michaelis-Arbuzov-type reaction of 1-imidoalkyltriarylphosphonium salts with phosphites, phosphonites, and phosphinites was used in the synthesis of a wide range of phosphorus analogs of &alpha<br />amino acids such as 1-imidoalkylphosphonates, 1-imidoalkylphosphinates, and 1-imidoalkylphosphine oxides. Large differences were observed in the reactivity of substrates depending on their structure, especially on the type of phosphonium moiety and N-protecting group. The conditions under which the expected products can be obtained in good to excellent yields have been developed. Mechanistic aspects of the transformation have been provided.
- Subjects :
- organophosphorus chemistry
phosphine oxides
Chemical Phenomena
Pharmaceutical Science
chemistry.chemical_element
010402 general chemistry
01 natural sciences
Article
Analytical Chemistry
lcsh:QD241-441
chemistry.chemical_compound
Organophosphorus Compounds
Nucleophile
lcsh:Organic chemistry
Drug Discovery
Organic chemistry
Moiety
Reactivity (chemistry)
Phosphonium
Physical and Theoretical Chemistry
phosphonium salts
phosphinates
010405 organic chemistry
Phosphorus
Organic Chemistry
phosphonates
0104 chemical sciences
chemistry
Chemistry (miscellaneous)
Molecular Medicine
Salts
Subjects
Details
- ISSN :
- 14203049
- Volume :
- 24
- Issue :
- 18
- Database :
- OpenAIRE
- Journal :
- Molecules (Basel, Switzerland)
- Accession number :
- edsair.doi.dedup.....e3c9c267cb6fb13467c824225ddc0371