Tetrahedron

Preparation and pyrolysis of substituted ethanoanthracenes-a general synthesis of 2, 3-disubstituted anthracenes

JE Baldwin, AG Swanson, JK Cha, JA Murphy

文献索引：Baldwin, Jack E.; Swanson, Alistair G.; Cha, Jin Kun; Murphy, John A. Tetrahedron, 1986 , vol. 42, # 14 p. 3943 - 3956

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被引用次数: 3

摘要

9, 10-Ethano-9, 10-dihydroanthracene has been functionalised regioselectively to give a range of 2-substituted and 2, 3-disubstituted derivatives. Flash vacuum pyrolysis of these compounds has provided the first general synthesis of 2, 3-disubstituted anthracenes. The observed regioselectivity is in accord with the Finnegan-Streitwieser model of the electronic influence of a strained ring fused to an aromatic ring.