Interception of Cobalt-Based Carbene Radicals with α-Aminoalkyl Radicals: A Tandem Reaction for the Construction of β-Ester-γ-amino Ketones
Prof. Dr. Xiaobing Wan*（万小兵）
* Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123 (China)
Angew. Chem. Int. Ed. 2015, 54, 1231–1235
The interception of cobalt-based carbene radicals with α-aminoalkyl radicals was combined with the Kornblum–DeLaMare reaction and provides β-ester-γ-amino ketones, which are otherwise difficult to obtain in high chemoselectivity. Mechanistically, this transformation is an interplay of cobalt-based carbene radicals, organoradicals, and ionic intermediates and involves the construction of two CC bonds and one CO bond in a one-pot process. The reaction also features a wide substrate scope and is highly efficient and insensitive to moisture and air.