The Journal of Organic Chemistry · 2003 · 36 citations · 12 references
Natural SciencesChemistryBioorganic ChemistryCatalysisOrganic ChemistryCarbonyl ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisAlkyne Cycloaddition ReactionsBenzofuran ChemistryCycloaddition ReactionsCyclopropanation ReactionsRing-forming ReactionsRuthenium-catalyzed Coupling
The reaction of benzofuran-2,3-dione derivatives 1 with CO and alkenes (or alkynes) results in a carbonylative [2+2+1] cycloaddition in which the ester-carbonyl group is incorporated into a two-atom assembling unit to give spirolactone derivatives 2. This reaction provides the first example of an ester-carbonyl group participating in a carbonylative cycloaddition reaction.
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Stereoelectronic effects in organic chemistry
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