Palladium(II) acetate catalyzed tandem cycloisomerization and oxidation of arylvinylcyclopropenes using p-benzoquinone as oxidant and pro-nucleophile.
Catalyzed by Pd(II)/p-BQ, a tandem cycloisomerization and oxidation of arylvinylcyclopropenes took place smoothly to produce methyleneindene derivatives stereoselectively in moderate to excellent yields, affording an unusual example of solo addition by p-hydroquinone generated by oxidation of Pd(0) to Pd(II) along with the formation of a new C-O bond.
Zhu
Zhi-Bin
ZB
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai 200237, China.
Shi
Min
M
D000085:Acetates / Q000737:chemistry*; D016227:Benzoquinones / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry*; D007192:Indenes / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000085:Acetates; D016227:Benzoquinones; D003521:Cyclopropanes; D007192:Indenes; D009942:Organometallic Compounds; C516071:palladium(II) acetate; C004532:quinone