Ring opening reaction of furan with high regio- and diastereo-selectivity via controlled addition of isatin-derived diazoamides

Reaction of cyclic diazoamides with furan systems using rhodium(II) acetate as a catalyst afforded a variety of (3Z)-3-[(2E)-4-oxopent-2-en-1-ylidene]indol-2-ones in a regio- and diastereo-selective manner. The diastereoselectivity was based on the flow rate of cyclic diazoamides. The representative products were characterized by single-crystal X-ray analyses.