FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2911596708> ?p ?o ?g. }

• W2911596708 endingPage "378" @default.
• W2911596708 startingPage "373" @default.
• W2911596708 abstract "Carbon–hydrogen (C–H) and carbon–carbon (C–C) bonds are the main constituents of organic matter. Recent advances in C–H functionalization technology have vastly expanded our toolbox for organic synthesis1. By contrast, C–C activation methods that enable editing of the molecular skeleton remain limited2–7. Several methods have been proposed for catalytic C–C activation, particularly with ketone substrates, that are typically promoted by using either ring-strain release as a thermodynamic driving force4,6 or directing groups5,7 to control the reaction outcome. Although effective, these strategies require substrates that contain highly strained ketones or a preinstalled directing group, or are limited to more specialist substrate classes5. Here we report a general C–C activation mode driven by aromatization of a pre-aromatic intermediate formed in situ. This reaction is suitable for various ketone substrates, is catalysed by an iridium/phosphine combination and is promoted by a hydrazine reagent and 1,3-dienes. Specifically, the acyl group is removed from the ketone and transformed to a pyrazole, and the resulting alkyl fragment undergoes various transformations. These include the deacetylation of methyl ketones, carbenoid-free formal homologation of aliphatic linear ketones and deconstructive pyrazole synthesis from cyclic ketones. Given that ketones are prevalent in feedstock chemicals, natural products and pharmaceuticals, these transformations could offer strategic bond disconnections in the synthesis of complex bioactive molecules. Aromatization-driven C–C bond activation through iridium/phosphine catalysis enables deacylative transformations in various ketone substrates." @default.
• W2911596708 created "2019-02-21" @default.
• W2911596708 creator A5005068784 @default.
• W2911596708 creator A5018814025 @default.
• W2911596708 creator A5023312754 @default.
• W2911596708 creator A5033518234 @default.
• W2911596708 creator A5055449855 @default.
• W2911596708 creator A5070993888 @default.
• W2911596708 date "2019-01-30" @default.
• W2911596708 modified "2023-10-12" @default.
• W2911596708 title "Deacylative transformations of ketones via aromatization-promoted C–C bond activation" @default.
• W2911596708 cites W126244974 @default.
• W2911596708 cites W1666106385 @default.
• W2911596708 cites W1963936702 @default.
• W2911596708 cites W1977221150 @default.
• W2911596708 cites W1979204818 @default.
• W2911596708 cites W2011925462 @default.
• W2911596708 cites W2031551928 @default.
• W2911596708 cites W2034223040 @default.
• W2911596708 cites W2035549583 @default.
• W2911596708 cites W2039259950 @default.
• W2911596708 cites W2051879335 @default.
• W2911596708 cites W2069505188 @default.
• W2911596708 cites W2097129068 @default.
• W2911596708 cites W2124488725 @default.
• W2911596708 cites W2134081184 @default.
• W2911596708 cites W2316821379 @default.
• W2911596708 cites W2334417220 @default.
• W2911596708 cites W2342743584 @default.
• W2911596708 cites W2547486598 @default.
• W2911596708 cites W2561830131 @default.
• W2911596708 cites W2568834967 @default.
• W2911596708 cites W2578528662 @default.
• W2911596708 cites W2605151956 @default.
• W2911596708 cites W2654072435 @default.
• W2911596708 cites W2748561214 @default.
• W2911596708 cites W2774491932 @default.
• W2911596708 cites W2783494010 @default.
• W2911596708 cites W613493951 @default.
• W2911596708 cites W62426150 @default.
• W2911596708 doi "https://doi.org/10.1038/s41586-019-0926-8" @default.
• W2911596708 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6426660" @default.
• W2911596708 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30758326" @default.
• W2911596708 hasPublicationYear "2019" @default.
• W2911596708 type Work @default.
• W2911596708 sameAs 2911596708 @default.
• W2911596708 citedByCount "119" @default.
• W2911596708 countsByYear W29115967082019 @default.
• W2911596708 countsByYear W29115967082020 @default.
• W2911596708 countsByYear W29115967082021 @default.
• W2911596708 countsByYear W29115967082022 @default.
• W2911596708 countsByYear W29115967082023 @default.
• W2911596708 crossrefType "journal-article" @default.
• W2911596708 hasAuthorship W2911596708A5005068784 @default.
• W2911596708 hasAuthorship W2911596708A5018814025 @default.
• W2911596708 hasAuthorship W2911596708A5023312754 @default.
• W2911596708 hasAuthorship W2911596708A5033518234 @default.
• W2911596708 hasAuthorship W2911596708A5055449855 @default.
• W2911596708 hasAuthorship W2911596708A5070993888 @default.
• W2911596708 hasBestOaLocation W29115967082 @default.
• W2911596708 hasConcept C161790260 @default.
• W2911596708 hasConcept C178790620 @default.
• W2911596708 hasConcept C185592680 @default.
• W2911596708 hasConcept C21951064 @default.
• W2911596708 hasConcept C2777332933 @default.
• W2911596708 hasConcept C2777682936 @default.
• W2911596708 hasConcept C2777716191 @default.
• W2911596708 hasConcept C2777738585 @default.
• W2911596708 hasConcept C2779325354 @default.
• W2911596708 hasConcept C521977710 @default.
• W2911596708 hasConcept C535685238 @default.
• W2911596708 hasConceptScore W2911596708C161790260 @default.
• W2911596708 hasConceptScore W2911596708C178790620 @default.
• W2911596708 hasConceptScore W2911596708C185592680 @default.
• W2911596708 hasConceptScore W2911596708C21951064 @default.
• W2911596708 hasConceptScore W2911596708C2777332933 @default.
• W2911596708 hasConceptScore W2911596708C2777682936 @default.
• W2911596708 hasConceptScore W2911596708C2777716191 @default.
• W2911596708 hasConceptScore W2911596708C2777738585 @default.
• W2911596708 hasConceptScore W2911596708C2779325354 @default.
• W2911596708 hasConceptScore W2911596708C521977710 @default.
• W2911596708 hasConceptScore W2911596708C535685238 @default.
• W2911596708 hasIssue "7748" @default.
• W2911596708 hasLocation W29115967081 @default.
• W2911596708 hasLocation W29115967082 @default.
• W2911596708 hasLocation W29115967083 @default.
• W2911596708 hasOpenAccess W2911596708 @default.
• W2911596708 hasPrimaryLocation W29115967081 @default.
• W2911596708 hasRelatedWork W1562147128 @default.
• W2911596708 hasRelatedWork W1605280070 @default.
• W2911596708 hasRelatedWork W2322768786 @default.
• W2911596708 hasRelatedWork W2354765947 @default.
• W2911596708 hasRelatedWork W2358166220 @default.
• W2911596708 hasRelatedWork W2470252259 @default.
• W2911596708 hasRelatedWork W2591081547 @default.
• W2911596708 hasRelatedWork W30869256 @default.
• W2911596708 hasRelatedWork W4232155667 @default.
• W2911596708 hasRelatedWork W4322486403 @default.

• next