CuX₂-Mediated Oxybromination/Aminochlorination Of Unsaturated Amides And Synthesis Of Isoquinolone

A Cu Br2-mediated oxybromination and a Cu Cl2-mediated aminochlorination of γ, δ-unsaturated amides for synthesis of functionalized iminolactones and lactams respectively under mild reaction conditions is described in this article. Both methods smoothly provided corresponding iminolactones and lactams in satisfactory isolated yield. Mechanism studies indicated that N-attack cyclization was via a radical route and oxycyclization was via a nucleophilic attack on the activated C=C bond. In addition, the carbon-halogen bond has good reactivity, it is prone to nucleophilic substitution reaction, can be used for synthesis of some natural products so it has great value.Using hypervalent iodine reagents for synthesis of Isoquinolone and Phenanthridine ketone under mild reaction conditions is described in the other part of this article. To synthesis of these compounds were successfully achieved by using nonmetals instead of noble metals, which will be significant cost savings. Meanwhile, both the high security, low toxicity and environmental friendliness characteristics of the hypervalent iodine reagents(an organic oxidant) make it has a good prospect in green chemistry. It also provides the possibility for the safe production of some compounds.