HALOGENATED PARA-QUINOLS OF MARINE SPONGES - SYNTHESIS VIA ANODIC-OXIDATION OF PHENOLS AND NHI-LIKE REARRANGEMENT

被引：8

作者：

BICCHIERINI, N ^{[1
]}

CAVAZZA, M ^{[1
]}

NUCCI, L ^{[1
]}

PERGOLA, F ^{[1
]}

PIETRA, F ^{[1
]}

机构：

[1] UNIV TRENT,FAC SCI MFN,IST CHIM,I-38050 TRENT,ITALY

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 32期

关键词：

ANODIC OXIDATION; HALO-PARA-QUINOLS; MARINE PARA-QUINOLS; NHI-LIKE REARRANGEMENT; APLYSINA SPONGES;

D O I：

10.1016/0040-4039(91)80622-D

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of either 2,6-dibromo- (1), 2-bromo- (3), or 2-bromo-6-chloro-p-acetamidophenol (5) at a Pt anode in aq. HClO4 affords the corresponding common, 2, or rare, 4 and 6, marine halo-p-quinols in practicable yields, whereas literature recipes as to either chemical or electrochemical oxidations proved to be ineffective; these halo-p-quinols proved to be extremely alkali-labile, in part due to a NHI-like rearrangement.

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页码：4039 / 4040

页数：2

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