Synthesis of Aryl Ketoamides via Aryne Insertion into Imides
An insertion of arenes into both imides and anhydrides via reactive aryne intermediates is presented. The reaction is performed under exceptionally mild conditions, and the corresponding ketoamide products are amenable to derivatization to deliver a variety of synthetically useful motifs such as quinolones, indoles, and ketoanilines.
Additional Information© 2016 American Chemical Society. Publication Date (Web): June 7, 2016. The authors thank the NSF (CCE 1265591), Caltech, and Amgen for financial support. G.L. is grateful to the Swiss National Science Foundation (SNSF) for a postdoctoral fellowship. Dr. Scott C. Virgil (Caltech) is thanked for assistance with compound isolation. Dr. Mona Shahgholi (Caltech) is acknowledged for help in structural determination and characterizations. The authors declare no competing financial interest.
Supplemental Material - ol6b00994_si_001.pdf