报告题目：Curiosity Driven New Reactivity Discovery

报告人：史晓东教授，University of South Florida

报告地点：19号楼226学术报告厅

报告时间：2019年5月23号上午10:00 -11:30

报告人简介：

2017 - now: Professor, University of South Florida

2015- 2017: Associate Professor, University of South Florida

2005 - 2015: Assistant, Associate, Full Professor, West Virginia University

2002 - 2005: Postdoctoral Research Associate, University of California, Berkeley

1998 - 2002: Ph.D. University of Maryland

1994 - 1997: M.S. Nankai University

1990 - 1994: B.S., Nankai University

 

报告内容：

Homogeneous gold catalysis has been developed explosively during the past decades. Despite the remarkable electrophilic activation of alkynes by cationic Au(I) catalysts, such as PPh3Au+, one challenge is to overcome their poor stability at high temperature. However, in order to activate some less reactive substrates, such as internal alkynes, harsher reaction conditions are usually required.

As a good σ-donor and π-receptor, triazole has been applied as a ligand to improve the stability of cationic Au(I) catalysts. Taking advantage of the good stability of triazole-Au(I) complexes (TA-Au), we successfully achieved good reactivity of intermolecular hydroamination for both terminal and internal alkynes. Unlike previous reported gold catalysts, the TA-Au catalysts activate alkynes selectively over allenes. With this excellent chemoselectivity, TA-Au catalysts showed interesting reactivity in propargyl ester and vinyl ether rearrangement. This facilitates the development of otherwise challenging transformations, for instance, asymmetric synthesis of substituted allenes, Schmittel cyclization, dienal synthesis, and so on.