Cu2O-catalyzed tandem ring-opening/coupling cyclization process for the synthesis of 2,3-dihydro-1,4-benzodioxins.
2,3-Dihydro-1,4-benzodioxins can be prepared in a tandem one-pot procedure by reaction of o-iodophenols with epoxides catalyzed by Cu2O/1,10-phenanthroline/Cs2CO3 system. The reaction is suggested to occur via a novel ring-opening/coupling mechanism, giving moderate to good yields. Moreover, both aryl and aliphatic epoxides are tolerated under these conditions.
Bao
Weiliang
W
Department of Chemistry, Zhejiang University, Xi Xi Campus, Hangzhou, Zhejiang 310028, PR of China. wlbao@css.zju.edu.cn
Liu
Yunyun
Y
Lv
Xin
X
Qian
Weixing
W
D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D004147:Dioxins / Q000138:chemical synthesis*; D004852:Epoxy Compounds / Q000737:chemistry; D010087:Oxides / Q000737:chemistry; D010618:Phenanthrolines / Q000737:chemistry
D004147:Dioxins; D004852:Epoxy Compounds; D010087:Oxides; D010618:Phenanthrolines; D003300:Copper