王兴旺教授在Adv. Synth. Catal. 上发表研究论文
 Friedel–Crafts Reaction of Indoles with Isatin-Derived β,γ-Unsaturated α-Keto Esters Using a BINOL-Derived Bisoxazoline (BOX)/Copper(II) Complex as Catalyst

Nai-Kai Li , Ling-Pei Kong, Zheng-Hang Qi , Shao-Jie Yin , Jun-Qi Zhang ,Bing Wu , and Xing-Wang Wang* (王兴旺)

 

 Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, PeopleQs Republic of China

 

Adv. Synth. Catal. 2016, 358, 3100 – 3112

 

Several chiral BINOL-derived bisoxazoline (BOX)/copper(II) complexes were synthesized and evaluated as catalysts for the Friedel–Crafts reaction of indoles with isatin-derived β,γ-unsaturated α-keto esters. The resulting bis-indole products bearing a quaternary stereocenter were obtained in excellent yields and enantioselectivities. Additionally, the desired products were practically transformed to α-amino esters, α-hydroxy esters and α-keto amides. It is noteworthy that this catalytic procedure was conducted with a catalyst loading of 0.5 mol% without any discernible decrease in the reactivity or enantioselectivity.

 

                                 

  

链接:http://onlinelibrary.wiley.com/doi/10.1002/adsc.201600272/full#references