Matches in SemOpenAlex for { <https://semopenalex.org/work/W2002105969> ?p ?o ?g. }
Showing items 1 to 67 of
67
with 100 items per page.
- W2002105969 abstract "The reaction of 1 with 2 in xylene or toluene, at reflux, was found to result in the formation of 3 (30% [R1 = 4-Cl] to 83% [4-Br]) as described in the literature 5 but also in the formation of pyrid-4-one derivatives (7) that required chromatographic separation. The formation of the latter condensation products has not been previously described for this reaction. The pyridones 7 were obtained in 7-41% yields. Due to the poor chemoselectivity of the reaction in apolar solvents we decided to investigate the use of water. Heating 1 and 2 in boiling water resulted in the exclusive formation of 3. These could be isolated by simply allowing the reaction to cool resulting in the crystallization of 3. Alternatively, the aqueous phase was removed under reduced pressure and the crude product filtered through a short column of silica eluting with CH2Cl2 to give 3 (48% [4-F] 77% [4-Cl] yields). The successful chemoselective preparation of 3 in an aqueous medium prompted the investigation of a modified Biginelli reaction involving the one pot four component coupling of 1, 2, 4, and 5. Initially, the combination of the four reagents in water under reflux did not result in the formation of 6. However, when the reaction was conducted in two steps, firstly the preparation of 3 in water (followed by the removal of the water), and secondly, the addition of an ethanol solution of 4 and 5, the Biginelli products 6 were obtained in excellent yields (64-86%). All products were physically and spectroscopically characterized." @default.
- W2002105969 created "2016-06-24" @default.
- W2002105969 creator A5051131172 @default.
- W2002105969 creator A5079304435 @default.
- W2002105969 date "2013-09-01" @default.
- W2002105969 modified "2023-10-02" @default.
- W2002105969 title "The use of 2,2,6-trimethyl-4H-1,3-dioxin-4-one (TMD) in multicomponent reactions. Synthesis of acetoacetanilides, pyridones and dihydropyrimidines." @default.
- W2002105969 doi "https://doi.org/10.5151/chempro-14bmos-r0273-1" @default.
- W2002105969 hasPublicationYear "2013" @default.
- W2002105969 type Work @default.
- W2002105969 sameAs 2002105969 @default.
- W2002105969 citedByCount "0" @default.
- W2002105969 crossrefType "proceedings-article" @default.
- W2002105969 hasAuthorship W2002105969A5051131172 @default.
- W2002105969 hasAuthorship W2002105969A5079304435 @default.
- W2002105969 hasBestOaLocation W20021059691 @default.
- W2002105969 hasConcept C121332964 @default.
- W2002105969 hasConcept C157777378 @default.
- W2002105969 hasConcept C161790260 @default.
- W2002105969 hasConcept C178790620 @default.
- W2002105969 hasConcept C184651966 @default.
- W2002105969 hasConcept C185592680 @default.
- W2002105969 hasConcept C190667039 @default.
- W2002105969 hasConcept C200093464 @default.
- W2002105969 hasConcept C203036418 @default.
- W2002105969 hasConcept C2778142098 @default.
- W2002105969 hasConcept C40875361 @default.
- W2002105969 hasConcept C97355855 @default.
- W2002105969 hasConceptScore W2002105969C121332964 @default.
- W2002105969 hasConceptScore W2002105969C157777378 @default.
- W2002105969 hasConceptScore W2002105969C161790260 @default.
- W2002105969 hasConceptScore W2002105969C178790620 @default.
- W2002105969 hasConceptScore W2002105969C184651966 @default.
- W2002105969 hasConceptScore W2002105969C185592680 @default.
- W2002105969 hasConceptScore W2002105969C190667039 @default.
- W2002105969 hasConceptScore W2002105969C200093464 @default.
- W2002105969 hasConceptScore W2002105969C203036418 @default.
- W2002105969 hasConceptScore W2002105969C2778142098 @default.
- W2002105969 hasConceptScore W2002105969C40875361 @default.
- W2002105969 hasConceptScore W2002105969C97355855 @default.
- W2002105969 hasLocation W20021059691 @default.
- W2002105969 hasOpenAccess W2002105969 @default.
- W2002105969 hasPrimaryLocation W20021059691 @default.
- W2002105969 hasRelatedWork W1500830967 @default.
- W2002105969 hasRelatedWork W1860478420 @default.
- W2002105969 hasRelatedWork W2011230932 @default.
- W2002105969 hasRelatedWork W2019969501 @default.
- W2002105969 hasRelatedWork W2026123096 @default.
- W2002105969 hasRelatedWork W2067448595 @default.
- W2002105969 hasRelatedWork W2083224078 @default.
- W2002105969 hasRelatedWork W2086235839 @default.
- W2002105969 hasRelatedWork W2107513621 @default.
- W2002105969 hasRelatedWork W2152306859 @default.
- W2002105969 hasRelatedWork W2168937443 @default.
- W2002105969 hasRelatedWork W2269240021 @default.
- W2002105969 hasRelatedWork W2355669985 @default.
- W2002105969 hasRelatedWork W2375104412 @default.
- W2002105969 hasRelatedWork W2786371058 @default.
- W2002105969 hasRelatedWork W2949444789 @default.
- W2002105969 hasRelatedWork W2950771787 @default.
- W2002105969 hasRelatedWork W2952714780 @default.
- W2002105969 hasRelatedWork W2567318524 @default.
- W2002105969 hasRelatedWork W3144279445 @default.
- W2002105969 isParatext "false" @default.
- W2002105969 isRetracted "false" @default.
- W2002105969 magId "2002105969" @default.
- W2002105969 workType "article" @default.