A different route to 3-aryl-4-hydroxycoumarins

作者：Rodriguez Sergio A; Baumgartner Maria T^*

来源：Tetrahedron Letters, 2010, 51(40): 5322-5324.

DOI：10.1016/j.tetlet.2010.08.013

• 4-Hydroxucoumarin
• Aryl halides
• Radical nucleophilic substitution
• C(3)-Arylation

We herein 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 (approximate to 45%).

• 出版日期2010-10-6