Abstract
The interaction of imines with isocyanides has been studied. The main product results from a sequential process involving the attack of two units of isocyanide, under Lewis acid catalysis, upon the carbon–nitrogen double bond of the imine to form the 4-membered ring system. The scope of the reaction regarding the imine and isocyanide ranges has been determined, and also some mechanistic variations and structural features have been described.
Highlights
The interaction of imines with isocyanides is mainly focused on to the well-known Ugi multicomponent reaction (MCR) [1]
The main product results from a sequential process involving the attack of two units of isocyanide, under Lewis acid catalysis, upon the carbon–nitrogen double bond of the imine to form the 4-membered ring system
Taking into account the intrinsic interest in the azetidine scaffold in medicinal chemistry [9], we decided to study in detail the formation of bis(imino)azetidines 3 from the interaction of imines 1 and isocyanides 2 (Scheme 1), including the scope of the reaction and mechanistic features of this interesting ABB’ process [10]
Summary
The interaction of imines with isocyanides is mainly focused on to the well-known Ugi multicomponent reaction (MCR) [1]. The scope of the reaction regarding the imine and isocyanide ranges has been determined, and some mechanistic variations and structural features have been described. Taking into account the intrinsic interest in the azetidine scaffold in medicinal chemistry [9], we decided to study in detail the formation of bis(imino)azetidines 3 from the interaction of imines 1 and isocyanides 2 (Scheme 1), including the scope of the reaction and mechanistic features of this interesting ABB’ process [10].
Sign-in/Register to view highlights & summary 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
