Synfacts 2009(9): 1048-1048  
DOI: 10.1055/s-0029-1217656
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Solid-Phase Synthesis of Isocoumarins via Halocyclization

Contributor(s): Yasuhiro Uozumi, Tsubasa Muto
M. Peuchmaur, V. Lisowski*, C. Gandreuil, L. T. Maillard, J. Martinez, J.-F. Hernandez
Universités Montpellier I et II, France
Further Information

Publication History

Publication Date:
21 August 2009 (online)

Significance

The development of a straightforward and traceless methodology for the synthesis of isocoumarin derivatives was described. Thus, treatment of Wang resin supported alkynes 3 with electrophiles (ICl, I2, CuCl2, CuBr2, or TFA) gave the corresponding 3-substituted 4-haloisocoumarins 4 in up to >99% yield (59 examples).