Iminyl Radicals by Reductive Cleavage of N-O Bond in Oxime Ether Promoted by SmI2: A Straightforward Synthesis of Five-Membered Cyclic Imines
Fei Huang and Songlin Zhang*
*Chemical Engineering and Materials Science, Dushu Lake Campus, Soochow University, Suzhou 215123, People’s Republic of China, Email: zhangslsuda.edu.cn
F. Huang, S. Zhang, Org. Lett., 2019, 21, 7430-7434.
see article for more reactions
A reductive cleavage of the N-O bond in oxime ether promoted by SmI2 generates N-centered radicals, that undergo intramolecular cyclization to afford five-membered cyclic imines either via N-centered radical addition or N-centered anion nucleophilic substitution.
see article for more examples
1-pyrrolines, samarium diiodide