NUCLEOPHILIC ALKENES .4. ADDITION OF 1,1-DIALKOXYETHENES TO 1,4-BENZOQUINONES - 1-1-PROCESS

被引：10

作者：

CAMERON, DW

CROSSLEY, MJ

机构：

[1] Department of Organic Chemistry, University of Melbourne, Parkville, VIC

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1978年 / 31卷 / 06期

关键词：

D O I：

10.1071/CH9781353

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of 1, 4-benzoquinones with 1, 1-dialkoxyethenes in dimethyl sulfoxide gave high yields of 1, 4- naphthoquinones by 1:2-addition. Hexahydro- and dihydro-naphthoquinone intermediates were isolated. In boiling hydrocarbon solvents reaction with 1, 4-benzoquinones led chiefly to 1:1- addition. 2, 2-Dialkoxy-2, 3-dihydrobenzofurans were obtained. These stoichiometric adducts are evidently the source of 2-ethoxyfuran, lactone and quinonyl acetic acid derivatives observed in previous work. © 1978 Australian Journal of Chemistry.

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页码：1353 / 1362

页数：10

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