FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2266278329> ?p ?o ?g. }

• W2266278329 endingPage "482" @default.
• W2266278329 startingPage "474" @default.
• W2266278329 abstract "The preparation of carboxamides through the coupling agent mediated reaction of carboxylic acids and amines is one of the most frequently employed reaction types of modern organic synthesis and has largely replaced older methods of amide formation based on reactive acyl chloride intermediates. However, the preparations of analogous phosphonamidates still rely on the use of phosphonochloridate intermediates – a method that is incompatible with sensitive functional groups. Herein, we present a comprehensive study in which different coupling agents are tested in the phosphonamidation reaction. The procedures, parallel to those typically applied to the preparation of carboxamides, were generally unsuccessful with regard to the coupling reactions of monoesters of phosphonic acids and amines, with the exception of those mediated by (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP). The implementation of a preactivation period in the absence of the amine coupling partner allowed for efficient phosphonamidate formation with coupling agents such as (1-cyano-2-ethyoxy-2-oxoethylideneaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate (COMU), [ethyl cyano(hydroxyimino)acetato-O2]tri-1-pyrrolidinylphosphonium hexafluorophosphate (PyOxim), dicyclohexyl carbodiimide (DCC), N,N′-diisopropylcarbodiimide (DIC), and N,N,N′,N′-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (HBTU). The reactive intermediates observed by 31P NMR analysis were individually synthesized and examined to understand their influence on the reaction." @default.
• W2266278329 created "2016-06-24" @default.
• W2266278329 creator A5033042240 @default.
• W2266278329 creator A5055472729 @default.
• W2266278329 date "2015-12-09" @default.
• W2266278329 modified "2023-09-27" @default.
• W2266278329 title "Investigation of Reactive Intermediates and Reaction Pathways in the Coupling Agent Mediated Phos­phonamidation Reaction" @default.
• W2266278329 cites W1532167046 @default.
• W2266278329 cites W1967986787 @default.
• W2266278329 cites W1972643925 @default.
• W2266278329 cites W1976058184 @default.
• W2266278329 cites W1984245263 @default.
• W2266278329 cites W1986094359 @default.
• W2266278329 cites W1990173308 @default.
• W2266278329 cites W2003194533 @default.
• W2266278329 cites W2023753273 @default.
• W2266278329 cites W2024573533 @default.
• W2266278329 cites W2038682432 @default.
• W2266278329 cites W2043308203 @default.
• W2266278329 cites W2045272287 @default.
• W2266278329 cites W2064163623 @default.
• W2266278329 cites W2065887389 @default.
• W2266278329 cites W2072401647 @default.
• W2266278329 cites W2076457673 @default.
• W2266278329 cites W2078451874 @default.
• W2266278329 cites W2079003496 @default.
• W2266278329 cites W2081282776 @default.
• W2266278329 cites W2102550525 @default.
• W2266278329 cites W2118893440 @default.
• W2266278329 cites W2125916669 @default.
• W2266278329 cites W2180852255 @default.
• W2266278329 cites W2324329979 @default.
• W2266278329 cites W2325375728 @default.
• W2266278329 cites W2949855821 @default.
• W2266278329 cites W2950559693 @default.
• W2266278329 cites W2951562401 @default.
• W2266278329 cites W2951621271 @default.
• W2266278329 cites W2952489168 @default.
• W2266278329 cites W4250292948 @default.
• W2266278329 doi "https://doi.org/10.1002/ejoc.201501244" @default.
• W2266278329 hasPublicationYear "2015" @default.
• W2266278329 type Work @default.
• W2266278329 sameAs 2266278329 @default.
• W2266278329 citedByCount "13" @default.
• W2266278329 countsByYear W22662783292016 @default.
• W2266278329 countsByYear W22662783292017 @default.
• W2266278329 countsByYear W22662783292018 @default.
• W2266278329 countsByYear W22662783292019 @default.
• W2266278329 countsByYear W22662783292020 @default.
• W2266278329 countsByYear W22662783292021 @default.
• W2266278329 countsByYear W22662783292022 @default.
• W2266278329 countsByYear W22662783292023 @default.
• W2266278329 crossrefType "journal-article" @default.
• W2266278329 hasAuthorship W2266278329A5033042240 @default.
• W2266278329 hasAuthorship W2266278329A5055472729 @default.
• W2266278329 hasBestOaLocation W22662783292 @default.
• W2266278329 hasConcept C131779359 @default.
• W2266278329 hasConcept C154881586 @default.
• W2266278329 hasConcept C155647269 @default.
• W2266278329 hasConcept C161790260 @default.
• W2266278329 hasConcept C178790620 @default.
• W2266278329 hasConcept C185592680 @default.
• W2266278329 hasConcept C192937433 @default.
• W2266278329 hasConcept C21951064 @default.
• W2266278329 hasConcept C2775997276 @default.
• W2266278329 hasConcept C2777598222 @default.
• W2266278329 hasConcept C2778439535 @default.
• W2266278329 hasConcept C48424934 @default.
• W2266278329 hasConceptScore W2266278329C131779359 @default.
• W2266278329 hasConceptScore W2266278329C154881586 @default.
• W2266278329 hasConceptScore W2266278329C155647269 @default.
• W2266278329 hasConceptScore W2266278329C161790260 @default.
• W2266278329 hasConceptScore W2266278329C178790620 @default.
• W2266278329 hasConceptScore W2266278329C185592680 @default.
• W2266278329 hasConceptScore W2266278329C192937433 @default.
• W2266278329 hasConceptScore W2266278329C21951064 @default.
• W2266278329 hasConceptScore W2266278329C2775997276 @default.
• W2266278329 hasConceptScore W2266278329C2777598222 @default.
• W2266278329 hasConceptScore W2266278329C2778439535 @default.
• W2266278329 hasConceptScore W2266278329C48424934 @default.
• W2266278329 hasIssue "3" @default.
• W2266278329 hasLocation W22662783291 @default.
• W2266278329 hasLocation W22662783292 @default.
• W2266278329 hasOpenAccess W2266278329 @default.
• W2266278329 hasPrimaryLocation W22662783291 @default.
• W2266278329 hasRelatedWork W2014849034 @default.
• W2266278329 hasRelatedWork W2051324133 @default.
• W2266278329 hasRelatedWork W2063422410 @default.
• W2266278329 hasRelatedWork W2266278329 @default.
• W2266278329 hasRelatedWork W2282106828 @default.
• W2266278329 hasRelatedWork W2315062910 @default.
• W2266278329 hasRelatedWork W2466782795 @default.
• W2266278329 hasRelatedWork W2884362729 @default.
• W2266278329 hasRelatedWork W2949550670 @default.
• W2266278329 hasRelatedWork W2950162512 @default.
• W2266278329 hasVolume "2016" @default.
• W2266278329 isParatext "false" @default.
• W2266278329 isRetracted "false" @default.

• next