Synthesis of indenes by the palladium-catalyzed carboannulation of internal alkynes.
[reaction: see text] A number of highly substituted indenes have been prepared in good yields by treating functionally substituted aryl halides with various internal alkynes in the presence of a palladium catalyst. The reaction is believed to proceed by regioselective arylpalladation of the alkyne and subsequent nucleophilic displacement of the palladium in the resulting vinylpalladium intermediate.
Zhang
Daohua
D
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Yum
Eul Kgun
EK
Liu
Zhijian
Z
Larock
Richard C
RC
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D007192:Indenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000480:Alkynes; D007192:Indenes; D010165:Palladium