Abstract
Reductive functionalization of N-heteroarenes offers a route to highly versatile heterocyclic synthons bearing multiple transformable groups. We present herein the development of KOtBu-catalyzed 1,2-silaboration of a broad range of N-heteroarenes, affording heterocyclic allylamines or enamines with the formation of a sp3 C2–Si bond. These labile compounds were isolated either as their N-acyl derivatives or as rearomatized 2-silyl-N-heteroarenes by the one-pot procedures. A model of the six-membered ion-pair complex was proposed to rationalize the observed 1,2-regioselectivity, wherein KOtBu catalyst plays an associative role in activating the substrate and silylborane reagent.
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 callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
