Matches in SemOpenAlex for { <https://semopenalex.org/work/W2067492074> ?p ?o ?g. }
- W2067492074 endingPage "203" @default.
- W2067492074 startingPage "195" @default.
- W2067492074 abstract "Oxabenzonorbornadiene (1a) reacted with various alkynes in the presence of Ni(PPh3)2Cl2, PPh3 and zinc powder in toluene to give two common products 2a and 2b regardless of the alkyne used. The formation of 2a and 2b are proposed to be from the Diels–Alder reaction of 1a and isobenzofuran. The latter is generated from the retro Diels–Alder reaction of [2 + 2 + 2] cycloadducts of 1a and alkynes catalyzed by the nickel system. A series of nickel-catalyzed [2 + 2 + 2] cycloadducts (4a–j and 5a–d) of oxa- and azabenzonorbornadienes (1a–d) with terminal alkynes were isolated at temperatures −5–18 °C. Similarly, hepta-1,6-diyne and octa-1,7-diyne reacted with 1a and 1d to give novel pentacyclic [2 + 2 + 2] cycloadducts 6a–d in 62–75% yields. These products are convenient isobenzofuran and isoindole precursors that react with various dienophiles to afford the corresponding Diels–Alder adducts. In addition, the [2 + 2 + 2] cycloadducts may be used as precursors for the synthesis of aromatic compounds. For example, the reaction of 1a with methyl but-2-ynoate catalyzed by the nickel system provided aromatic compound 3 in 94% yield. In this reaction, 1a is a ‘masked acetylene’ providing an acetylene moiety to 3." @default.
- W2067492074 created "2016-06-24" @default.
- W2067492074 creator A5012957369 @default.
- W2067492074 creator A5023455633 @default.
- W2067492074 creator A5056924344 @default.
- W2067492074 date "2000-01-01" @default.
- W2067492074 modified "2023-09-23" @default.
- W2067492074 title "Stereoselective [2 + 2 + 2] cocyclotrimerization of oxa- and azabenzonorbornadienes † with alkynes catalyzed by nickel complexes: first transition metal-mediated synthesis of isobenzofuran and isoindole precursors" @default.
- W2067492074 cites W1963758599 @default.
- W2067492074 cites W1970328395 @default.
- W2067492074 cites W1973564520 @default.
- W2067492074 cites W1979328509 @default.
- W2067492074 cites W1986084832 @default.
- W2067492074 cites W1993775685 @default.
- W2067492074 cites W2001842181 @default.
- W2067492074 cites W2009661994 @default.
- W2067492074 cites W2018409508 @default.
- W2067492074 cites W2029266122 @default.
- W2067492074 cites W2033241608 @default.
- W2067492074 cites W2035796587 @default.
- W2067492074 cites W2038268743 @default.
- W2067492074 cites W2043889311 @default.
- W2067492074 cites W2049446153 @default.
- W2067492074 cites W2050540992 @default.
- W2067492074 cites W2053244611 @default.
- W2067492074 cites W2063449880 @default.
- W2067492074 cites W2066322163 @default.
- W2067492074 cites W2070660012 @default.
- W2067492074 cites W2079746001 @default.
- W2067492074 cites W2080934940 @default.
- W2067492074 cites W2082682134 @default.
- W2067492074 cites W2092314846 @default.
- W2067492074 cites W2102314662 @default.
- W2067492074 cites W2157506963 @default.
- W2067492074 cites W2160704006 @default.
- W2067492074 cites W2162420040 @default.
- W2067492074 cites W2165673808 @default.
- W2067492074 cites W2316683450 @default.
- W2067492074 cites W2395886728 @default.
- W2067492074 cites W2949728681 @default.
- W2067492074 cites W2949756045 @default.
- W2067492074 cites W2950006372 @default.
- W2067492074 cites W2950419729 @default.
- W2067492074 cites W2950532261 @default.
- W2067492074 cites W2950937052 @default.
- W2067492074 cites W2951549845 @default.
- W2067492074 cites W2951726078 @default.
- W2067492074 cites W2952353607 @default.
- W2067492074 cites W2952624900 @default.
- W2067492074 cites W3005142660 @default.
- W2067492074 cites W3005215469 @default.
- W2067492074 cites W3005489213 @default.
- W2067492074 doi "https://doi.org/10.1039/a907654i" @default.
- W2067492074 hasPublicationYear "2000" @default.
- W2067492074 type Work @default.
- W2067492074 sameAs 2067492074 @default.
- W2067492074 citedByCount "37" @default.
- W2067492074 countsByYear W20674920742013 @default.
- W2067492074 countsByYear W20674920742014 @default.
- W2067492074 countsByYear W20674920742015 @default.
- W2067492074 countsByYear W20674920742016 @default.
- W2067492074 countsByYear W20674920742020 @default.
- W2067492074 crossrefType "journal-article" @default.
- W2067492074 hasAuthorship W2067492074A5012957369 @default.
- W2067492074 hasAuthorship W2067492074A5023455633 @default.
- W2067492074 hasAuthorship W2067492074A5056924344 @default.
- W2067492074 hasConcept C108204754 @default.
- W2067492074 hasConcept C155647269 @default.
- W2067492074 hasConcept C161790260 @default.
- W2067492074 hasConcept C178790620 @default.
- W2067492074 hasConcept C181647583 @default.
- W2067492074 hasConcept C185592680 @default.
- W2067492074 hasConcept C2776356293 @default.
- W2067492074 hasConcept C2777517455 @default.
- W2067492074 hasConcept C2777828636 @default.
- W2067492074 hasConcept C2778142098 @default.
- W2067492074 hasConcept C2779012754 @default.
- W2067492074 hasConcept C504270822 @default.
- W2067492074 hasConcept C71240020 @default.
- W2067492074 hasConceptScore W2067492074C108204754 @default.
- W2067492074 hasConceptScore W2067492074C155647269 @default.
- W2067492074 hasConceptScore W2067492074C161790260 @default.
- W2067492074 hasConceptScore W2067492074C178790620 @default.
- W2067492074 hasConceptScore W2067492074C181647583 @default.
- W2067492074 hasConceptScore W2067492074C185592680 @default.
- W2067492074 hasConceptScore W2067492074C2776356293 @default.
- W2067492074 hasConceptScore W2067492074C2777517455 @default.
- W2067492074 hasConceptScore W2067492074C2777828636 @default.
- W2067492074 hasConceptScore W2067492074C2778142098 @default.
- W2067492074 hasConceptScore W2067492074C2779012754 @default.
- W2067492074 hasConceptScore W2067492074C504270822 @default.
- W2067492074 hasConceptScore W2067492074C71240020 @default.
- W2067492074 hasIssue "2" @default.
- W2067492074 hasLocation W20674920741 @default.
- W2067492074 hasOpenAccess W2067492074 @default.
- W2067492074 hasPrimaryLocation W20674920741 @default.
- W2067492074 hasRelatedWork W146584186 @default.
- W2067492074 hasRelatedWork W1999152490 @default.