Redox-neutral remote amidation of alkenyl alcohols via long-range isomerization/transformation

The long-range isomerization/transformation of alkenyl alcohols represents one of the most important classes of chemical transformations, but related remote amidations with amines are scarce. Herein, we report a redox-neutral Ru-catalyzed cross-coupling reaction of long-range alkenyl alcohols with amines to produce the corresponding amides by a chain-walking strategy which is a powerful approach to realize remote site-selective functionalization. The catalyzed movement of an alkene double bond in alkenyl alcohols over 9 positions along an alkyl chain has been realized. A range of easily accessible alkenyl alcohols can be converted in a rapidly assembled fashion to valuable amides with good yields and wide functional group tolerance.

Automated summary

This paper reports a ruthenium-catalyzed cross-coupling reaction of long-range alkenyl alcohols with amines, achieving remote site-selective functionalization through a chain-walking strategy. The method exhibits good yields and functional group tolerance.