Hmc. Ferraz et al., Thallium trinitrate-mediated ring contraction of 1,2-dihydronaphthalenes: an approach to the synthesis of indans, TETRAHEDRON, 57(9), 2001, pp. 1709-1713
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 product
s 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 su
bstrates. (C) 2001 Elsevier Science Ltd. All rights reserved.