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A Chelation-Assisted Transformation:  Synthesis of Maleimides by the Rh-Catalyzed Carbonylation of Alkynes with Pyridin-2-ylmethylamine

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journal contribution
posted on 17.08.2007, 00:00 by Satoshi Inoue, Yoshiya Fukumoto, Naoto Chatani
The reaction of alkynes 1 with CO and pyridin-2-ylmethylamine (2) in the presence of Rh4(CO)12/P(OEt)3 results in the incorporation of two molecules of CO leading to maleimide derivatives 3. The coordination of the pyridine nitrogen in 2 to a rhodium center is essential for the reaction to proceed.