Scandium-Catalyzed para-Selective Alkylation of Aromatic Amines with Alkenes

Jianhong Su, Yanping Cai, and Xin Xu^*（徐信）

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

Org. Lett.2019, 21, 9055--9059

An efficient para-alkylation of primary and secondary anilines with a variety of sterically encumbered alkenes using a simple β-diketiminato scandium catalyst is reported. This protocol features 100% atom economy, excellent chemo- and regioselectivity, broad substrate scope, and good functional group tolerance. Mechanistic studies disclosed that the reaction probably proceeded via a tandem hydroamination/Hofmann–Martius rearrangement.

链接：https://pubs.acs.org/doi/10.1021/acs.orglett.9b03451