Matches in SemOpenAlex for { <https://semopenalex.org/work/W2085192669> ?p ?o ?g. }
Showing items 1 to 74 of
74
with 100 items per page.
- W2085192669 endingPage "884" @default.
- W2085192669 startingPage "873" @default.
- W2085192669 abstract "It is shown that 4,8-diphenylazulene (1) can be easily prepared from azulene by two consecutive phenylation reactions with PhLi, followed by dehydrogenation with chloranil. Similarly, a Me group can subsequently be introduced with MeLi at C(6) of 1 (Scheme 2). This methylation led not only to the expected main product, azulene 2, but also to small amounts of product 3, the structure of which has been determined by X-ray crystal-structure analysis (cf. Fig. 1). As expected, the latter product reacts with chloranil at 40° in Et2O to give 2 in quantitative yields. Vilsmeier formylation of 1 and 2 led to the formation of the corresponding azulene-1-carbaldehydes 4 and 5. Reduction of 4 and 5 with NaBH4/BF3 ⋅ OEt2 in diglyme/Et2O 1 : 1 and BF3 ⋅ OEt2, gave the 1-methylazulenes 6 and 7, respectively. In the same way was azulene 9 available from 6 via Vilsmeier formylation, followed by reduction of azulene-1-carbaldehyde 8 (Scheme 3). The thermal reactions of azulenes 1, 6, and 7 with excess dimethyl acetylenedicarboxylate (ADM) in MeCN at 100° during 72 h afforded the corresponding heptalene-4,5-dicarboxylates 11, 12, and 13, respectively (Scheme 4). On the other hand, the highly substituted azulene 9 gave hardly any heptalene-4,5-dicarboxylate." @default.
- W2085192669 created "2016-06-24" @default.
- W2085192669 creator A5054190397 @default.
- W2085192669 creator A5074222513 @default.
- W2085192669 creator A5076007123 @default.
- W2085192669 date "2005-04-01" @default.
- W2085192669 modified "2023-10-18" @default.
- W2085192669 title "Formation of 6,10-Diphenyl-Substituted Heptalene-4,5-dicarboxylates" @default.
- W2085192669 cites W1539796472 @default.
- W2085192669 cites W2007428244 @default.
- W2085192669 cites W2049850818 @default.
- W2085192669 cites W2072904664 @default.
- W2085192669 cites W2113037229 @default.
- W2085192669 cites W2147451254 @default.
- W2085192669 cites W2166052839 @default.
- W2085192669 cites W2949808454 @default.
- W2085192669 cites W2950519639 @default.
- W2085192669 doi "https://doi.org/10.1002/hlca.200590065" @default.
- W2085192669 hasPublicationYear "2005" @default.
- W2085192669 type Work @default.
- W2085192669 sameAs 2085192669 @default.
- W2085192669 citedByCount "3" @default.
- W2085192669 countsByYear W20851926692020 @default.
- W2085192669 crossrefType "journal-article" @default.
- W2085192669 hasAuthorship W2085192669A5054190397 @default.
- W2085192669 hasAuthorship W2085192669A5074222513 @default.
- W2085192669 hasAuthorship W2085192669A5076007123 @default.
- W2085192669 hasConcept C119889771 @default.
- W2085192669 hasConcept C155647269 @default.
- W2085192669 hasConcept C161790260 @default.
- W2085192669 hasConcept C178790620 @default.
- W2085192669 hasConcept C185592680 @default.
- W2085192669 hasConcept C2777600838 @default.
- W2085192669 hasConcept C2777873371 @default.
- W2085192669 hasConcept C2779155132 @default.
- W2085192669 hasConcept C2779539529 @default.
- W2085192669 hasConcept C2779664164 @default.
- W2085192669 hasConcept C2780471494 @default.
- W2085192669 hasConcept C2781203326 @default.
- W2085192669 hasConcept C71240020 @default.
- W2085192669 hasConceptScore W2085192669C119889771 @default.
- W2085192669 hasConceptScore W2085192669C155647269 @default.
- W2085192669 hasConceptScore W2085192669C161790260 @default.
- W2085192669 hasConceptScore W2085192669C178790620 @default.
- W2085192669 hasConceptScore W2085192669C185592680 @default.
- W2085192669 hasConceptScore W2085192669C2777600838 @default.
- W2085192669 hasConceptScore W2085192669C2777873371 @default.
- W2085192669 hasConceptScore W2085192669C2779155132 @default.
- W2085192669 hasConceptScore W2085192669C2779539529 @default.
- W2085192669 hasConceptScore W2085192669C2779664164 @default.
- W2085192669 hasConceptScore W2085192669C2780471494 @default.
- W2085192669 hasConceptScore W2085192669C2781203326 @default.
- W2085192669 hasConceptScore W2085192669C71240020 @default.
- W2085192669 hasIssue "4" @default.
- W2085192669 hasLocation W20851926691 @default.
- W2085192669 hasOpenAccess W2085192669 @default.
- W2085192669 hasPrimaryLocation W20851926691 @default.
- W2085192669 hasRelatedWork W1545486311 @default.
- W2085192669 hasRelatedWork W1967795408 @default.
- W2085192669 hasRelatedWork W2017084443 @default.
- W2085192669 hasRelatedWork W2050108200 @default.
- W2085192669 hasRelatedWork W2080706966 @default.
- W2085192669 hasRelatedWork W2085192669 @default.
- W2085192669 hasRelatedWork W2332608447 @default.
- W2085192669 hasRelatedWork W2335498223 @default.
- W2085192669 hasRelatedWork W2952450478 @default.
- W2085192669 hasRelatedWork W2953352887 @default.
- W2085192669 hasVolume "88" @default.
- W2085192669 isParatext "false" @default.
- W2085192669 isRetracted "false" @default.
- W2085192669 magId "2085192669" @default.
- W2085192669 workType "article" @default.