Tetrahedron

Decarboxylation, during their aromatization by Pd/C, of some 3, 4-octahydronaphtho-7, 8-benzocoumarins: Synthesis of 1, 2'-binaphthyls and 2, 2'-binaphthyls

K Chebaane, M Guyot

文献索引：Chebaane,K.; Guyot,M. Tetrahedron, 1977 , vol. 33, p. 757 - 760

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被引用次数: 2

摘要

Some 3', 4'-cyclohexa-1', 2'-dihydro-and 1', 2'-cyclohexa-3', 4'-dihydro-3, 4, 7, 8- dibenzocoumarins 2 and 3 were prepared by catalytic condensation between a naphthol and a α-carbethoxy-cis-decalone (− 1 or− 2). These compounds, when treated with Pd/C at 260°, undergo, beside aromatization, a complete decarboxylation of the lactone ring. A mechanism, involving H transfer through a π-allylic palladium complex is described.