Practical access to spiroacetal enol ethers via nucleophilic dearomatization of 2-furylmethylenepalladium halides generated by Pd-catalyzed coupling of furfural tosylhydrazones with aryl halides.
Pd-catalyzed cross-coupling of furfural tosylhydrazones with aryl halides produces 2-furylmethylenepalladium halides, which can undergo intramolecular nucleophilic dearomatization to provide spiroacetal enol ethers. This is the first report on the formation of 2-furylmethylenepalladium halides from stable furfural hydrazones instead of from 2-furylmethyl halides, which are not readily accessible or are unstable.
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, PR China. blyin@scut.edu.cn.
Biaolin
B
Yin
Xiaoyu
X
Zhang
Jianchao
J
Liu
Xuehui
X
Li
Huanfeng
H
Jiang