Matches in SemOpenAlex for { <https://semopenalex.org/work/W4281742649> ?p ?o ?g. }
- W4281742649 endingPage "2162" @default.
- W4281742649 startingPage "2157" @default.
- W4281742649 abstract "Abstract A general method is developed to allow de novo construction of quinolines and C2‐functionalized quinolines from ortho ‐alkenyl anilines in the presence of a difluorocarbene precursor. This method exploits a crucial reactivity of in‐situ generation of isocyanides from condensation of primary aniline with difluorocarbene. Subsequent α‐addition of isocyanide by neighbouring alkenyl group constructs the quinoline ring. Furthermore, when a combination of difluorocarbene precursor and Se are present, selenoisocyanate intermediates are tentatively generated that upon nucleophilic addition by ortho ‐alkenyl produce 2‐SeH quinolines. In the presence of a second nucleophile such as anilines, competing nucleophilic addition of anilines to the selenoisocyanate is preferred, generating selenourea intermediate. Further nucleophilic addition of the ortho ‐alkenyl to selenourea followed by elimination of H 2 Se produces 2‐aminoquinolines. This allows one‐step multi‐component modular preparation of various C2‐functionalized quinolines from readily available starting compounds. This method shows good yields, scope and chemoselectivity. It is operationally convenient and friendly without manipulating unpleasant isocyanides. The difluorocarbene‐enabled primary amine to isocyanide conversion may be exploited to develop other interesting reactions. magnified image" @default.
- W4281742649 created "2022-06-13" @default.
- W4281742649 creator A5006472523 @default.
- W4281742649 creator A5057858629 @default.
- W4281742649 date "2022-06-08" @default.
- W4281742649 modified "2023-10-16" @default.
- W4281742649 title "Synthesis of Quinolines and 2‐Functionalized Quinolines by Difluorocarbene Incorporation" @default.
- W4281742649 cites W1729512335 @default.
- W4281742649 cites W1755972967 @default.
- W4281742649 cites W1964345983 @default.
- W4281742649 cites W1980915688 @default.
- W4281742649 cites W1982996958 @default.
- W4281742649 cites W1985443912 @default.
- W4281742649 cites W1988932237 @default.
- W4281742649 cites W1989005788 @default.
- W4281742649 cites W1989827074 @default.
- W4281742649 cites W1990645237 @default.
- W4281742649 cites W2013825789 @default.
- W4281742649 cites W2021836865 @default.
- W4281742649 cites W2032312413 @default.
- W4281742649 cites W2037282076 @default.
- W4281742649 cites W2043939936 @default.
- W4281742649 cites W2044592615 @default.
- W4281742649 cites W2048624504 @default.
- W4281742649 cites W2049112024 @default.
- W4281742649 cites W2052243561 @default.
- W4281742649 cites W2057636386 @default.
- W4281742649 cites W2060530008 @default.
- W4281742649 cites W2065325537 @default.
- W4281742649 cites W2083691709 @default.
- W4281742649 cites W2085284311 @default.
- W4281742649 cites W2103377432 @default.
- W4281742649 cites W2123203611 @default.
- W4281742649 cites W2142848650 @default.
- W4281742649 cites W2161315039 @default.
- W4281742649 cites W2165186234 @default.
- W4281742649 cites W2166085727 @default.
- W4281742649 cites W2168771345 @default.
- W4281742649 cites W2260120853 @default.
- W4281742649 cites W2289453788 @default.
- W4281742649 cites W2300433620 @default.
- W4281742649 cites W2315050351 @default.
- W4281742649 cites W2315959723 @default.
- W4281742649 cites W2318085572 @default.
- W4281742649 cites W2407159604 @default.
- W4281742649 cites W2496787395 @default.
- W4281742649 cites W2510090290 @default.
- W4281742649 cites W2515502853 @default.
- W4281742649 cites W2515940108 @default.
- W4281742649 cites W2594609832 @default.
- W4281742649 cites W2613918189 @default.
- W4281742649 cites W2652872481 @default.
- W4281742649 cites W2788811210 @default.
- W4281742649 cites W2799879315 @default.
- W4281742649 cites W2887203329 @default.
- W4281742649 cites W2901388738 @default.
- W4281742649 cites W2906842872 @default.
- W4281742649 cites W2950748094 @default.
- W4281742649 cites W2950940645 @default.
- W4281742649 cites W2951589204 @default.
- W4281742649 cites W2953016710 @default.
- W4281742649 cites W3010000998 @default.
- W4281742649 cites W3012323028 @default.
- W4281742649 cites W3083866452 @default.
- W4281742649 cites W3100984105 @default.
- W4281742649 cites W3194475082 @default.
- W4281742649 cites W3207742217 @default.
- W4281742649 cites W362677492 @default.
- W4281742649 cites W4211091868 @default.
- W4281742649 cites W4244529545 @default.
- W4281742649 cites W4367329897 @default.
- W4281742649 doi "https://doi.org/10.1002/adsc.202200263" @default.
- W4281742649 hasPublicationYear "2022" @default.
- W4281742649 type Work @default.
- W4281742649 citedByCount "4" @default.
- W4281742649 countsByYear W42817426492022 @default.
- W4281742649 countsByYear W42817426492023 @default.
- W4281742649 crossrefType "journal-article" @default.
- W4281742649 hasAuthorship W4281742649A5006472523 @default.
- W4281742649 hasAuthorship W4281742649A5057858629 @default.
- W4281742649 hasConcept C142724271 @default.
- W4281742649 hasConcept C155647269 @default.
- W4281742649 hasConcept C161790260 @default.
- W4281742649 hasConcept C178790620 @default.
- W4281742649 hasConcept C178907741 @default.
- W4281742649 hasConcept C185592680 @default.
- W4281742649 hasConcept C204787440 @default.
- W4281742649 hasConcept C20774148 @default.
- W4281742649 hasConcept C21951064 @default.
- W4281742649 hasConcept C2776309666 @default.
- W4281742649 hasConcept C2776464317 @default.
- W4281742649 hasConcept C2776910235 @default.
- W4281742649 hasConcept C2777010268 @default.
- W4281742649 hasConcept C2777084352 @default.
- W4281742649 hasConcept C2779244968 @default.
- W4281742649 hasConcept C71924100 @default.
- W4281742649 hasConceptScore W4281742649C142724271 @default.
- W4281742649 hasConceptScore W4281742649C155647269 @default.