1013367-10-6Relevant articles and documents
Synthesis of antimitotic analogs of the microtubule stabilizing sponge alkaloid ceratamine A
Nodwell, Matt,Riffell, Jenna L.,Roberge, Michel,Andersen, Raymond J.
, p. 1051 - 1054 (2008)
Antimitotic analogs of the microtubule stabilizing sponge alkaloid ceratamine A (1) have been synthesized starting from tribromoimidazole. A key step In the synthesis Is the formation of the azepine ring via an intramolecular Buchwald coupling between a vinyl bromide and a N-methyl amide. This represents the first synthesis of a fully unsaturated imidazo[4,5,d]azepine. NMR data obtained for the synthetic ceratamine analogs has provided support for the structure assigned to the natural product.