Synthesis of Naphthacenone Derivatives Using a Michael Reaction

1996

3-Carbomethoxy-1(3H)-isobenzofuranone(9) underwent condensation with , esters 3a-b to produce the corresponding naphthacene-6,7-diones 11a-b with high yields in one pot procedure. Among the naphthacene-6,7-diones formed, compound 11a without an ethyl group at C-9 position was oxidized to give the naphthacene-5,12-dione 13a, while compound 11b containing the ethyl group was oxidized to give a 3:2 mixture of the naphthacene-5,7,12-trione 12b and naphthacene-5,12-dione 13b under the same experimental conditions.ﾖ⨀ጊ吀Ѐ㘷〻Ԁ䭃䑎䷙૆6㐶㬅K䍄乍쐗ጊ䴀Ѐ㘸㜻Ԁ䭃䑎䴀

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