THE CROSS COUPLING OF 2-BROMO-1-PHENYL INDENES WITH PHENYL ACETYLENES AND OTHER SUBSTITUTED ACETYLENES IN WATER
The cross-coupling reaction of 2-bromo-1 -phenyl indenes with phenyl acetylenes or propargyl alcohol is disclosed. The cross-coupling reaction uses a palladium catalyst with triphenylphosphine in the absence of a copper co-catalyst. The reaction is carrie
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THE SYNTHESIS OF TETRAHYDROISOQUINOLINES FROM 2-METHYL-1-PHENYL SUBSTITUTED INDENES
A procedure for the synthesis of tetrahydroisoquinolines from 2-methyl-l -phenyl substituted indene is described. The process invovles the use of osmium tetroxide to cleave the indene double bond forming the keto aldehyde product, which is then combined w
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PROCESS TO MAKE HIGHLY SUBSTITUTED INDENES USING METAL SLAT CATALYSTS
The present invention is a process to make l-aryl-2-bromo substituted indenes and l-phenyl-2-bromo substituted indenes that can have different functional groups present around the indene ring and/or the aromatic and/or phenyl ring. The indenes are made us
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(2014/05/24)
Synthesis of 2-bromo-1-aryl-1H-indenes via a Ag(I) promoted domino 2π-electrocyclic ring-opening/4π-electrocyclization reaction of 1,2-diaryl substituted gem-dibromocyclopropanes
2-Bromo-1-aryl substituted indenes can be synthesized from 1,2-diaryl substituted gem-dibromocyclopropanes via a domino reaction sequence. The cascade reaction involves silver(I) promoted ionization and 2π-disrotatory electrocyclic ring-opening, followed by a 4π-conrotatory electrocyclic ring closing reaction of the allylic carbocation intermediate. Reaction conditions utilize silver tetrafluoroborate (AgBF4) in dichloroethane at 65 C. Selectivity effects for the electrocyclization were also studied. The 2-bromoindenes can be further functionalized using cross-coupling reactions, such as the Suzuki-Miyaura protocol. The alkene π-bond of the indenes can also be isomerized to give the thermodynamically more stable 2-bromo-3-aryl-1H-indene isomers using triethylamine in dichloromethane at room temperature.
Rosocha, Gregory,Batey, Robert A.
p. 8758 - 8768
(2013/09/23)
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