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Synfacts 2009(11): 1259-1259
DOI: 10.1055/s-0029-1218051
DOI: 10.1055/s-0029-1218051
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Pd-Catalyzed Synthesis of Isatins from (2-Haloethynyl)nitrobenzenes
B. C. G. Söderberg*, S. P. Gorugantula, C. R. Howerton, J. L. Petersen, S. W. Dantale
West Virginia University, Morgantown, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. Oktober 2009 (online)

Significance
A novel regioselective palladium-catalyzed synthesis of isatins (indole-2,3-diones) has been developed. Herein, (2-haloethynyl)nitro-benzenes are reacted in the presence of catalytic amounts of PdCl2(PPh3)2 in acetone at room temperature and cyclize to the corresponding isatins in satisfactory yields. Additional nitro groups, chlorides and methyl ethers are tolerated under these reaction conditions.