Lewis acid catalyzed reaction of arylvinylidenecyclopropanes with acetals: a facile synthetic protocol for the preparation of indene derivatives.
[Structure: see text] A number of highly substituted indene derivatives have been prepared in good yields by the reactions of arylvinylidenecyclopropanes 1 with acetals 2 in the presence of Lewis acid under mild conditions. The reaction is believed to proceed via regioselective addition of oxonium intermediate to arylvinylidenecyclopropane and the subsequent intramolecular Friedel-Crafts reaction.
Lu
Jian-Mei
JM
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, China 200032.
Shi
Min
M
D000080:Acetals / Q000737:chemistry*; D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry*; D007192:Indenes / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure
D000080:Acetals; D003521:Cyclopropanes; D007192:Indenes