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

doi:10.1055/s-0029-1218051

Subscribe to RSS

Please copy the URL and add it into your RSS Feed Reader.

https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml

Share / Bookmark

Facebook X Linkedin Weibo

Download PDF

Synfacts 2009(11): 1259-1259
DOI: 10.1055/s-0029-1218051

Metal-Mediated Synthesis

Pd-Catalyzed Synthesis of Isatins from (2-Haloethynyl)nitrobenzenes

Contributor(s): Paul Knochel, Andreas J. Wagner
B. C. G. Söderberg*, S. P. Gorugantula, C. R. Howerton, J. L. Petersen, S. W. Dantale
West Virginia University, Morgantown, USA

Further Information

Publication History

Publication Date:
22 October 2009 (online)

Permissions and Reprints

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.