Palladium(II)-catalyzed ring enlargement of 2-(arylmethylene)cyclopropylcarbinols: strong effect of substituent electronic nature on the reaction pathway.
In the presence of Pd(II) catalyst and copper(II) bromide, 2-(arylmethylene)cyclopropylcarbinols undergo ring enlargement to deliver (arylcyclobutenyl)carbinols or hydrogenated furans in good yields under mild conditions; mechanisms accounting for the distinct products have been proposed on the basis of control and deuterium labeling experiments.
Tian
Guo-Qiang
GQ
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, China 200032.
Yuan
Zhi-Liang
ZL
Zhu
Zhi-Bin
ZB
Shi
Min
M