Abstract
AbstractThe reaction of an internal alkyne with 2,6‐dichloropyridine N‐oxide, a nucleophilic oxidant, and electrophilic N‐iodosuccinimide (NIS) simultaneously enables the direct access to versatile α‐iodoenones. Electronically biased internal alkynes undergo the one‐step transformation with excellent regioselectivities and with practical Z/E ratios. In comparison to the related oxidative gold catalysis using pyridine N‐oxides, this reaction employs NIS as the stoichiometric ynophile instead of the soft acidic noble metal catalyst and affords products featuring an additional versatile CI bond. Similar strategies for replacing ynophilic cationic gold(I) complexes in oxidative gold catalysis with likewise ynophilic stoichiometric electrophiles would enable the development of new synthetic methods.magnified image
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
