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
收藏
页码：1709 / 1713
页数：5
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