Indium Promoted Coupling of a Phenyl Propargyl Aldehyde

to Allyl Bromide using Au(III)

Brian Sinnott

Advisor: Dr. Thomas Mitzel

Using 1-Ethynylbenzene and reacting it with t-BuLi, DMF, and KH₂PO₄, as formalized by Kwame Frimprong, a phenyl propargyl aldehyde can be formed. After creation of the propargyl aldehyde, the final product was obtained using Au(III) and In° catalysts with allyl bromide (Fig 1). The research covers Cope Rearrangements and formation of C-C bonds by In° and the accelerating effects of Au in different solvents.

Fig 1: Reaction of 1-Ethynylbenzene and then phenyl propargyl aldehyde using In° and Au(I) or Au(III).