鲍晓光教授与万小兵教授合作在J. Org. Chem. 上发表研究论文
Difunctionalization of Styrenes with Perfluoroalkyl and tert-Butylperoxy Radicals: Room Temperature Synthesis of (1-(tert-Butylperoxy)-2-perfluoroalkyl)-ethylbenzene

Erbo Shi, Jiajun Liu, Chunmei Liu, Ying Shao, Hanghang Wang, Yuanzheng Lv, Meishan Ji, Xiaoguang Bao*(鲍晓光), and 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, P. R. China

Key Laboratory of Advanced Catalytic Materials and Technology, Advanced Catalysis and Green Manufacturing Collaborative Innovation Center, Changzhou University, Changzhou 213164, P. R. China

 

J. Org. Chem., 2016, 81 (14), pp 5878–5885

 

A novel strategy for the difunctionalization of styrenes was developed. This synthesis includes the use of electrophilic perfluoroalkyl and tert-butylperoxy radicals and produces (1-(tert-butylperoxy)-2-perfluoroalkyl)ethylbenzene at room temperature, which has been traditionally difficult to synthesize. With at least four radical species included in the transformation, its high chemoselectivity was extraordinary; the results were further elucidated using computational studies. The methodology also holds a good potential for application as a result of its mild reaction conditions, ease of further modification, and insensitivity to moisture and air.

 

                                    

 

链接:http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b00575