Iodide-Catalyzed Synthesis of N-Nitrosamines via C-N Cleavage of Nitromethane
Jie Zhang, Jiewen Jiang, Yuling Li and Xiaobing Wan*
*Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, People’s Republic of China, Email: wanxbsuda.edu.cn
J. Zhang, J. Jiang, Y. Li, X. Wan, J. Org. Chem., 2013, 78, 11366-11372.
DOI: 10.1021/jo401915t (free Supporting Information)
see article for more reactions
In a mild, iodide-catalyzed process to synthesize N-nitrosamines from amines and nitromethane using TBHP as the oxidant, the catalytic system succeeded in cleaving the carbon-nitrogen bond in nitromethane. This methodology uses commercially available, inexpensive catalysts and oxidants and has a wide substrate scope and operational simplicity.
see article for more examples