PHENOL OXIDATION AND BIOSYNTHESIS .27. REACTIONS OF RELEVANCE TO THE FORMATION OF ERYSODIENONE INVITRO

被引:9
作者
BARRETT, AGM [1 ]
BARTON, DHR [1 ]
FRANCKOWIAK, G [1 ]
PAPAIOANNOU, D [1 ]
WIDDOWSON, DA [1 ]
机构
[1] UNIV LONDON IMPERIAL COLL SCI & TECHNOL,DEPT CHEM,LONDON SW7 2AY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 03期
关键词
D O I
10.1039/p19790000662
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Potassium hexacyanoferrate(III) oxidation of N-(2-arylethyl)-2- arylacetamide and arylmethyl arylpropyl ketone gave the corresponding nine-membered ring derivatives formed by p,p-phenol oxidative coupling (where aryl was 3-hydroxy-4-methoxyphenyl). This strongly supports the previously reported mechanism for the in vitro formation of erysodienone. The required ketone was prepared from O-benzylisovanillin by homologation with toluene-4-sulphonylmethyl isonitrile.
引用
收藏
页码:662 / 668
页数:7
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