Palladium-Catalyzed Aerobic Intramolecular Aminoacetoxylation of Alkenes Enabled by Catalytic Nitrate
A mild aerobic intramolecular aminoacetoxylation method for the synthesis of pyrrolidine and indoline derivatives was achieved using molecular oxygen as the oxidant. A catalytic NO_x species acts as an electron transfer mediator to access a high-valent palladium intermediate as the presumed active oxidant.
Additional Information© 2016 American Chemical Society. Received: September 9, 2016; Publication Date (Web): October 18, 2016. The authors thank the NIH (R01GM031332 and R01GM080269) and Caltech for financial support. Dr. Scott C. Virgil (Caltech) is thanked for assistance with GC analysis. Dr. David VanderVelde (Caltech) and Dr. Mona Shahgholi (Caltech) are acknowledged for help in structural determination and characterizations. The authors declare no competing financial interest.
Accepted Version - nihms876033.pdf
Supplemental Material - ol6b02722_si_001.pdf