作者:Charles B. de Koning、Joseph P. Michael、Amanda L. Rousseau
DOI:10.1016/s0040-4039(96)02435-5
日期:1997.2
Irradiation of 2-allylated acylbenzenes in DMF in the presence of potassium tert-butoxide constitutes a novel synthesis of substitutednaphthalenes, including arylnaphthalenes. Typical examples include the conversions (1) → (2), (8) → (11) and (15 → (16).
A successive route for the synthesis of substituted dibenzo[a,e]cycloheptatriene 1 was established by the reduction of 2-allylbenzaldehyde 4, the BF3·OEt2-mediated intermolecular coupling of 2-allylphenylmethanol 5 with oxygenated benzenes 6, the olefinic oxidative cleavage of 7 and the intramolecular ring-closure of 8. Functionalized anthracene 13 were prepared from 2-vinylbenzaldehyde 9. The key
A novel method for the synthesis of substituted naphthalenes and phenanthrenes
作者:Charles B. de Koning、Joseph P. Michael、Amanda L. Rousseau
DOI:10.1039/a908361h
日期:——
Heating of o-allyl-substituted acylbenzenes with potassium tert-butoxide in DMF with simultaneous irradiation from a high-pressure mercury lamp afforded substitutednaphthalenes, including arylnaphthalenes. 2-(o-Tolyl)-substituted aromatic aldehydes were converted into phenanthrenes under the same conditions. A formal synthesis of tanshinone I has also been achieved.