A different route to 3-aryl-4-hydroxycoumarins.

RODRÍGUEZ, S.A.; BAUMGARTNER, M.T.*

TETRAHEDRON LETTERS

PERGAMON-ELSEVIER SCIENCE LTD

Año: 2010 vol. 51 p. 5322 - 5324

0040-4039

We here report the simple and direct arylation of 4-hydroxycoumarins by photoinduced reaction with aryl halides (iodobenzene, iodonaphthalene, 4-iodoanisole, 2-iodoanisole). Good yields of 3,4-disubstituted coumarins were obtained in these reactions (> 60%). Extension of the procedure to the reaction with o-dihalobenzenes leads to the synthesis of ring closure products which bear a tetracyclic aromatic condensed ring system, although in lower overall yields (45%).