ORGANIC-SYNTHESIS WITH ALPHA-CHLORO SULFIDES - PREPARATION OF AROMATIC GAMMA-LACTONES FROM PHENOLS AND ALPHA-CHLORO SULFIDE CARBOXYLATES

被引：7

作者：

KENNEDY, M ^{[1
]}

MCKERVEY, MA ^{[1
]}

MAGUIRE, AR ^{[1
]}

NAUGHTON, S ^{[1
]}

机构：

[1] NATL UNIV IRELAND UNIV COLL CORK,DEPT CHEM,CORK,IRELAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 04期

关键词：

D O I：

10.1039/p19900001041

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lewis acid-catalysed alkylation of para-substituted phenols using α-chloro sulphides as electrophiles yields sulphenylated γ-lactones which can be desulphurised with zinc in acetic acid or Raney nickel. This synthesis has been applied to p-cresol, 2-naphthol, and two phenolic dihydrocinnamates. Alkylation of 1,4-dimethoxybenzene yields homogentisic acid dimethyl ether after desulphurisation and hydrolysis.

引用

页码：1041 / 1045

页数：5

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