Publication | Closed Access
New Synthesis of Furans: the Rhodium‐Catalysed Carbonylative Addition of Arylboronic Acids to Propargylic Alcohols/ Cyclisation Sequence
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Citations
31
References
2010
Year
Arylboronic AcidsChemical EngineeringEngineeringNatural SciencesDiversity-oriented SynthesisPropargylic AlcoholsCatalytic SynthesisOrganic ChemistryNew SynthesisOrganometallic CatalysisCatalysisChemistryRhodium‐catalysed Carbonylative AdditionCorresponding Furan AnaloguesSynthetic ChemistryBiomolecular Engineering
Abstract The rhodium‐catalysed carbonylative addition of arylboronic acids to propargylic alcohols yields gamma‐hydroxy enones that are readily cyclised through a dehydration step to the corresponding furan analogues. The transformation was improved thanks to the screening of the reaction conditions and consequent improvements were obtained from the use of dicarbonylrhodium iodide [Rh(CO) 2 I] 2 as catalyst precursor. The generalisation of the reaction was then further investigated by employing variously substituted arylboronic acids and propargylic alcohols.
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