posted on 2024-04-17, 13:22authored byAna Alvarez-Montoya, Joseph P Gillions, Laura Winfrey, Rebecca R Hawker, Kuldip Singh, Fabrizio OrtuFabrizio Ortu, Yukang Fu, Yang Li, Alex PulisAlex Pulis
Pyrroles are important N-heterocycles found in medicines and materials. The formation of pyrroles from widely accessible pyrrolidines is a potentially attractive strategy but is an underdeveloped approach due to the sensitivity of pyrroles to the oxidative conditions required to achieve such a transformation. Herein, we report a catalytic approach that employs commercially available B(C6F5)3 in an operationally simple procedure that allows pyrrolidines to serve as direct synthons for pyrroles. Mechanistic studies have revealed insights into borane-catalyzed dehydrogenative processes.
Funding
SubVAR - Sub-Valent Alkaline Earth Reagents
Engineering and Physical Sciences Research Council