Matches in SemOpenAlex for { <https://semopenalex.org/work/W2953266064> ?p ?o ?g. }
Showing items 1 to 80 of
80
with 100 items per page.
- W2953266064 endingPage "1442" @default.
- W2953266064 startingPage "1440" @default.
- W2953266064 abstract "Dihydrobenzofuran derivatives are important synthetic intermediates and showed many biologically interesting activities. However, synthetic methods for the compounds are rather limited. Recently Trost and co-workers have reported the synthesis of dihydrobenzofuran derivatives starting from the Baylis-Hillman adducts by using the reductive Heck-type cyclization strategy. Very recently, Lamaty and co-workers reported the synthesis of 3,3disubstituted-2,3-dihydrobenzofuran derivatives via palladium-catalyzed cascade allylation-carbopalladation-Suzuki cross coupling strategy. On the other hand, Shanmugam and Rajasingh have reported the synthesis of tetrahydrofuran backbone by the radical cyclization of triple bond containing cinnamate derivatives, which were synthesized from the BaylisHillman adducts. They used vinyl radical, which was formed via the in situ hydrostannylation of triple bond. We were stimulated by the results and envisioned that we could prepare 2,3-dihydrobenzofuran skeleton if we use aryl radical instead of the vinyl radical as shown in Scheme 1. Thus, we prepared the starting material 3a from the reaction of the acetate of Baylis-Hillman adduct 1a and 2bromophenol (2a) as shown in Scheme 1. The starting material 3a was converted to the desired 2-benzyl-2,3dihydrobenzofuran-2-carboxylic acid methyl ester (4a), the 5-exo-trig cyclization product, in 79% yield under the influence of n-Bu3SnH/AIBN in benzene at refluxing temperature (entry 1 in Table 1). We could not isolate the corresponding dihydrobenzopyran derivative, the 6-endotrig cyclization product, or simple reduction product. The optimum amounts of n-Bu3SnH and AIBN were studied and" @default.
- W2953266064 created "2019-06-27" @default.
- W2953266064 creator A5010448944 @default.
- W2953266064 creator A5036619471 @default.
- W2953266064 creator A5071260315 @default.
- W2953266064 date "2005-09-20" @default.
- W2953266064 modified "2023-10-16" @default.
- W2953266064 title "Synthesis of 3,3-Disubstituted 2,3-Dihydrobenzofuran Derivatives from Baylis-Hillman Adducts" @default.
- W2953266064 cites W1970310624 @default.
- W2953266064 cites W1981164106 @default.
- W2953266064 cites W2007235781 @default.
- W2953266064 cites W2016847480 @default.
- W2953266064 cites W2026289982 @default.
- W2953266064 cites W2028143484 @default.
- W2953266064 cites W2031835511 @default.
- W2953266064 cites W2034431761 @default.
- W2953266064 cites W2046483270 @default.
- W2953266064 cites W2047039353 @default.
- W2953266064 cites W2060848941 @default.
- W2953266064 cites W2073109463 @default.
- W2953266064 cites W2078308624 @default.
- W2953266064 cites W2098328707 @default.
- W2953266064 cites W2108797951 @default.
- W2953266064 cites W2121142697 @default.
- W2953266064 cites W2178493706 @default.
- W2953266064 cites W2950173605 @default.
- W2953266064 cites W2951175660 @default.
- W2953266064 cites W2951540636 @default.
- W2953266064 cites W2952474586 @default.
- W2953266064 doi "https://doi.org/10.5012/bkcs.2005.26.9.1440" @default.
- W2953266064 hasPublicationYear "2005" @default.
- W2953266064 type Work @default.
- W2953266064 sameAs 2953266064 @default.
- W2953266064 citedByCount "23" @default.
- W2953266064 countsByYear W29532660642012 @default.
- W2953266064 countsByYear W29532660642013 @default.
- W2953266064 countsByYear W29532660642014 @default.
- W2953266064 countsByYear W29532660642015 @default.
- W2953266064 countsByYear W29532660642018 @default.
- W2953266064 countsByYear W29532660642019 @default.
- W2953266064 crossrefType "journal-article" @default.
- W2953266064 hasAuthorship W2953266064A5010448944 @default.
- W2953266064 hasAuthorship W2953266064A5036619471 @default.
- W2953266064 hasAuthorship W2953266064A5071260315 @default.
- W2953266064 hasBestOaLocation W29532660641 @default.
- W2953266064 hasConcept C108204754 @default.
- W2953266064 hasConcept C155647269 @default.
- W2953266064 hasConcept C178790620 @default.
- W2953266064 hasConcept C185592680 @default.
- W2953266064 hasConcept C21951064 @default.
- W2953266064 hasConcept C2777579429 @default.
- W2953266064 hasConcept C71240020 @default.
- W2953266064 hasConceptScore W2953266064C108204754 @default.
- W2953266064 hasConceptScore W2953266064C155647269 @default.
- W2953266064 hasConceptScore W2953266064C178790620 @default.
- W2953266064 hasConceptScore W2953266064C185592680 @default.
- W2953266064 hasConceptScore W2953266064C21951064 @default.
- W2953266064 hasConceptScore W2953266064C2777579429 @default.
- W2953266064 hasConceptScore W2953266064C71240020 @default.
- W2953266064 hasIssue "9" @default.
- W2953266064 hasLocation W29532660641 @default.
- W2953266064 hasOpenAccess W2953266064 @default.
- W2953266064 hasPrimaryLocation W29532660641 @default.
- W2953266064 hasRelatedWork W2016472295 @default.
- W2953266064 hasRelatedWork W2120006565 @default.
- W2953266064 hasRelatedWork W2147513101 @default.
- W2953266064 hasRelatedWork W2316373905 @default.
- W2953266064 hasRelatedWork W2334792521 @default.
- W2953266064 hasRelatedWork W2341880960 @default.
- W2953266064 hasRelatedWork W2950738943 @default.
- W2953266064 hasRelatedWork W2950804095 @default.
- W2953266064 hasRelatedWork W2951566524 @default.
- W2953266064 hasRelatedWork W2952570527 @default.
- W2953266064 hasVolume "26" @default.
- W2953266064 isParatext "false" @default.
- W2953266064 isRetracted "false" @default.
- W2953266064 magId "2953266064" @default.
- W2953266064 workType "article" @default.