Thallium trinitrate-mediated ring contraction of 1,2-dihydronaphthalenes: an approach to the synthesis of indans
作者:Helena M.C Ferraz、Luiz F Silva、Tiago O Vieira
DOI:10.1016/s0040-4020(00)01174-1
日期:2001.2
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.