Event Information

Kristina L. Toups (Duke University)
Au(I)- and Pt(II)-Catalyzed Hydrofunctionalization of C-C Multiple Bonds
Abstract:

Nitrogen-containing heterocycles, including indoles and indolines, are known to display a wide range of potent biological activities and are therefore of synthetic interest. Reaction of a monosubstituted, 1,3-disubstituted, or tetrasubstituted allene with various indoles catalyzed by a 1:1 mixture of a Au(I) N-heterocyclic carbene complex and AgOTf at room temperature leads to hydroarylation with formation of 3-allyl-indoles in modest to good yields (48-89%). Additionally, preliminary work has been conducted on the intramolecular hydroamination of N-benzyl-o-allyl-anilines catalyzed by a 1:1 mixture of PtCl2 and P(tBu)2o-biphenyl ligand at 80°C which produces 2-methyl-indolines with high conversions (94-99%) but modest isolated yields (41-46%).

Preliminary Examination Seminar

Tuesday, March 31, 2009, 1:30pm
Student Exams Seminar