Title of article
Synthesis of 4-methoxy-1H-phenalen-1-one: a subunit related to natural phenalenone-type compounds
Author/Authors
Nanclares، G. Perez de نويسنده , , Juliana and Gil، نويسنده , , Jes?s and Rojano، نويسنده , , Benjam?´n and Saez، نويسنده , , Jairo and Schneider، نويسنده , , Bernd and Ot?lvaro، نويسنده , , Felipe، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2008
Pages
4
From page
3844
To page
3847
Abstract
4-Methoxy-1H-phenalen-1-one (4-methoxyperinaphthenone, 1), a subunit found in some Musa phytoalexins and related natural products from the Haemodoraceae, was synthesized starting from 2-methoxynaphthalene in five steps and an overall yield of 36%. A Heck–Fujiwara coupling between ethyl acrylate and 1-bromonaphthalene afforded the corresponding (E)-naphthylpropanoic acid which, after hydrogenolysis, was subjected to a one-pot Friedel–Crafts acylation–DDQ dehydrogenation procedure to furnish 1.
Keywords
Friedel–Crafts acylation , Heck coupling , Phenalenones
Journal title
Tetrahedron Letters
Serial Year
2008
Journal title
Tetrahedron Letters
Record number
1859495
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