6209-75-2Relevant academic research and scientific papers
Synthesis of functionalized polycyclic compounds: Rhodium(I)-catalyzed intramolecular cycloaddition of yne and ene vinylidenecyclopropanes
Lu, Bei-Li,Shi, Min
supporting information; experimental part, p. 12027 - 12031 (2012/02/03)
Three ring circus: The title reaction can efficiently provide functionalized polycyclic compounds containing cyclobutene (see scheme; PG=protecting group) or aza-cyclooctene moieties in a highly regio- and diastereoselective manner with moderate to good yields under mild reaction conditions. The scope and limitations are disclosed and plausible reaction mechanisms are discussed. Copyright
SYNTHESIS OF ISOCOUMARINS VIA THALLATION-OLEFINATION OF BENZOIC ACIDS
Larock, R. C.,Varaprath, S.,Lau, H. H.,Fellows, C. A.
, p. 5274 - 5284 (2007/10/02)
Benzoic acid and substituted benzoic acids are readily thallated by thallium(III) trifluoroacetate and subsequently reacted with palladium chloride and simple olefins, allylic halides, vinyl halides, or vinyl esters to give isocoumarins.The organic halide reactions are catalytic in palladium. 1,2- and 1,3-dienes also react catalytically to afford 4-alkylidene- and 3-vinyl-3,4-dihydroisocoumarins, respectively.Vinylcyclopropanes also afford 3-vinyl-3,4-dihydroisocoumarins.This highly convenient thallation-olefination approach appears quite general for the synthesis of isocoumarins.
