Matches in SemOpenAlex for { <https://semopenalex.org/work/W2079577149> ?p ?o ?g. }
Showing items 1 to 63 of
63
with 100 items per page.
- W2079577149 endingPage "6695" @default.
- W2079577149 startingPage "6691" @default.
- W2079577149 abstract "Pyrolysis of 3-methylfurfuryl benzoate gives a 21% yield of 3-methyl-4-methylenecyclobutenone and a 24% yield of 4H,5H,9H,10H-cycloocta)1,2-b:6,5-b')difuran (8), the head-to-head, (4 + 4) dimer of 2,3-dimethylene-2,3-dihydrofuran (6). A similar pyrolysis of 2-methyl-3-furylmethyl benzoate (10) gives 8 in 51% yield. Low-temperature /sup 1/H and /sup 13/C NMR spectral studies show that 6 is the intermediate in the formation of 8. Compound 6 reacts with methyl acrylate to form a mixture of the isomeric Diels-Alder adducts. Pyrolysis of 2-methyl-3-furylmethyl-..cap alpha..,..cap alpha..-d/sub 2/ benzoate (10-d/sub 2/) gives 8-d/sub 4/ via the intermediacy of 6-d/sub 2/. Pyrolysis of 2,4-dimethyl-3-furylmethyl benzoate gives a 43% yield of 3,6-dimethyl-4H,5H,9H,10H-cycloocta(1,2-b:6,5-b') difuran (13), the head-to-head, (4 + 4) dimer of 4-methyl-2,3-dimethylene-2,3-dihydrofuran (14). Low-temperature /sup 1/H and /sup 13/C NMR studies show that 14 is the intermediate in the formation of 13. Compound 14 can be trapped with methyl acrylate to form a 3.1 to 1 ratio of the Diels-Alder adducts 15 and 16. The structure proof of 15 and 16 involves the conversion of 15 to the commercially available, natural product menthofuran and 16 to isomenthofuran, which is synthesized by an independent route." @default.
- W2079577149 created "2016-06-24" @default.
- W2079577149 creator A5061770296 @default.
- W2079577149 creator A5079639220 @default.
- W2079577149 creator A5089583484 @default.
- W2079577149 date "1981-11-01" @default.
- W2079577149 modified "2023-09-26" @default.
- W2079577149 title "Preparation of 2,3-dimethylene-2,3-dihydrofurans by the flash vacuum pyrolysis of substituted furylmethyl esters" @default.
- W2079577149 doi "https://doi.org/10.1021/ja00412a026" @default.
- W2079577149 hasPublicationYear "1981" @default.
- W2079577149 type Work @default.
- W2079577149 sameAs 2079577149 @default.
- W2079577149 citedByCount "68" @default.
- W2079577149 countsByYear W20795771492013 @default.
- W2079577149 countsByYear W20795771492014 @default.
- W2079577149 countsByYear W20795771492016 @default.
- W2079577149 countsByYear W20795771492017 @default.
- W2079577149 countsByYear W20795771492018 @default.
- W2079577149 crossrefType "journal-article" @default.
- W2079577149 hasAuthorship W2079577149A5061770296 @default.
- W2079577149 hasAuthorship W2079577149A5079639220 @default.
- W2079577149 hasAuthorship W2079577149A5089583484 @default.
- W2079577149 hasConcept C142362112 @default.
- W2079577149 hasConcept C153349607 @default.
- W2079577149 hasConcept C155647269 @default.
- W2079577149 hasConcept C178790620 @default.
- W2079577149 hasConcept C185592680 @default.
- W2079577149 hasConcept C2777526259 @default.
- W2079577149 hasConcept C2778897756 @default.
- W2079577149 hasConcept C3020775280 @default.
- W2079577149 hasConcept C31903555 @default.
- W2079577149 hasConcept C36759035 @default.
- W2079577149 hasConceptScore W2079577149C142362112 @default.
- W2079577149 hasConceptScore W2079577149C153349607 @default.
- W2079577149 hasConceptScore W2079577149C155647269 @default.
- W2079577149 hasConceptScore W2079577149C178790620 @default.
- W2079577149 hasConceptScore W2079577149C185592680 @default.
- W2079577149 hasConceptScore W2079577149C2777526259 @default.
- W2079577149 hasConceptScore W2079577149C2778897756 @default.
- W2079577149 hasConceptScore W2079577149C3020775280 @default.
- W2079577149 hasConceptScore W2079577149C31903555 @default.
- W2079577149 hasConceptScore W2079577149C36759035 @default.
- W2079577149 hasIssue "22" @default.
- W2079577149 hasLocation W20795771491 @default.
- W2079577149 hasOpenAccess W2079577149 @default.
- W2079577149 hasPrimaryLocation W20795771491 @default.
- W2079577149 hasRelatedWork W1982144417 @default.
- W2079577149 hasRelatedWork W1997284952 @default.
- W2079577149 hasRelatedWork W2010318605 @default.
- W2079577149 hasRelatedWork W2021591107 @default.
- W2079577149 hasRelatedWork W2041397372 @default.
- W2079577149 hasRelatedWork W2064331354 @default.
- W2079577149 hasRelatedWork W2078192612 @default.
- W2079577149 hasRelatedWork W2119902915 @default.
- W2079577149 hasRelatedWork W2124746967 @default.
- W2079577149 hasRelatedWork W2949945271 @default.
- W2079577149 hasVolume "103" @default.
- W2079577149 isParatext "false" @default.
- W2079577149 isRetracted "false" @default.
- W2079577149 magId "2079577149" @default.
- W2079577149 workType "article" @default.