Polymerized natural products derived from tryptophan have long piqued the interest of researchers in the field of synthetic chemistry, due to not only their various potent biological activities but also due to their complex structures. 2 A number of dimerized natural products of tryptophan derivatives linked at the C3 position have been isolated, and their structures have been determined. Several of these dimerized natural products have been successfully synthesized by several research groups. Typical methods for linking the C3 positions of tryptophan derivatives include the utilization of Co, 5 Ni, 6 Cu, Fe, 8 V2O5, or hypervalent iodine reagents. While these methods are useful for linking the C3 positions of tryptophan derivatives, some of the reaction conditions require more than one equivalent of metal reagents, strongly acidic conditions, expensive catalysts and ligands, and may present stereo-and regioselectivity issues when dimerizing tryptophan derivatives. These methods of dimerizing tryptophan derivatives pose difficulties in scale-up production, and therefore there is a need of an inexpensive and reproducible method of linking the C3 positions that is suitable for scalable synthesis.