REGIOSELECTIVE CLEAVAGE REACTION OF THE METHYLENEDIOXY RING IN AROMATIC-COMPOUNDS CONTAINING ELECTRON-WITHDRAWING GROUPS WITH SODIUM ALKOXIDES-ALCOHOLS IN DIMETHYL-SULFOXIDE

被引：4

作者：

IMAKURA, Y ^{[1
]}

OKIMOTO, K ^{[1
]}

GOROHATA, C ^{[1
]}

KOBAYASHI, S ^{[1
]}

KIHARA, M ^{[1
]}

YAMASHITA, S ^{[1
]}

机构：

[1] UNIV TOKUSHIMA,FAC PHARMACEUT SCI,TOKUSHIMA 770,JAPAN

来源：

HETEROCYCLES | 1990年 / 31卷 / 06期

关键词：

D O I：

10.3987/COM-90-5341

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 6-bromopiperonal (1) with sodium alkoxides (MeONa or PhCH2ONa)-alcohols (MeOH or PhCH2OH), and sodium alkoxides (MeONa, PhCH2ONa or PhONa)-phenol (PhOH) in dimethyl sulfoxide gave 3-hydroxybenzene derivatives (3, 5 and 6) and 4-hydroxybenzene derivative (4), respectively. The reactivity and formational mechanism of various nucleophilic reagents (alkoxide anions) formed from the alcohols and phenol by sodium alkoxides in the regioselective cleavage reactions are discussed. © 1990.

引用

页码：1067 / 1076

页数：10

共 7 条

[1] DER EINFLUSS VON DIMETHYLSULFOXID UND DIOXAN AUF DIE REAKTIONEN VON 2,4-DINITROFLUORBENZOL UND 2,4-DINITROCHLORBENZOL MIT PIPERIDIN IN BENZOL [J].