Synthesis of 3-(aminomethylene)-2-oxoindolines by palladium-catalyzed annulation of 3-chloro-2-iodo-N-arylacrylamides with amides or amines.

Chem Commun (Camb)

Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, China.

Published: July 2011

A new palladium-catalyzed C-H bond activation-annulation-amination tandem method was presented for selectively synthesizing 3-(aminomethylene)-2-oxoindolines. In the presence of Pd(dba)(2), xantphos (L8), AgOAc and Na(2)CO(3), a variety of 3-chloro-2-iodo-N-arylacrylamides underwent the reaction with amides or amines to afford the corresponding 3-(aminomethylene)-2-oxoindolines in moderate to good yields.

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http://dx.doi.org/10.1039/c1cc11602aDOI Listing

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