Thallium trinitrate-mediated ring contraction of 1,2-dihydronaphthalenes: an approach to the synthesis of indans

被引：30

作者：

Ferraz, HMC ^{[1
]}

Silva, LF ^{[1
]}

Vieira, TO ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Quim, BR-05508900 Sao Paulo, Brazil

来源：

TETRAHEDRON | 2001年 / 57卷 / 09期

基金：

巴西圣保罗研究基金会;

关键词：

oxidation; thallium trinitrate; ring contraction; indans;

D O I：

10.1016/S0040-4020(00)01174-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of 1,2-dihydronaphthalenes with thallium trinitrate was studied. 1,2-dihydronaphthalene, 1-methyl-1,2-dihydronaphthalene, 6- and 8-methoxy-1,2-dihydronaphthalenes gave rise to the respective ring contraction products in good yields, whereas the rearrangement was not observed using 4-methyl-1,2-dihydronaphthalene and 1-n-butyl-4-methyl-1,2-dihydronaphthalene as substrates. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1709 / 1713

页数：5

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