Artikel
B(C6F5)3‐Catalysed Alkylation of Imidazo[1,2‐a]pyridines Using α,β‐Unsaturated Ketones
Fluorinated triarylboranes are employed as a metal free and sustainable catalysts for alkylation of 2-phenylimidazo[1,2-a]pyridines with α,β-unsaturated ketones.
Abstract
Fluorinated triarylboranes have shown a breadth of reactivity as catalysts for organic transformations, particularly in carbon-carbon bond forming reactions. Herein we report a facile, metal-free synthetic route for the addition of 2-phenylimidazo[1,2-a]pyridines to α,β-unsaturated ketones using B(C6F5)3 as a metal-free catalyst. 25 examples of reactions leading to products in up to 97 % yield are reported. DFT studies show the role of B(C6F5)3 and hydrogen shuttling in the mechanism of this Michael alkylation.
![B(C6F5)3‐Catalysed Alkylation of Imidazo[1,2‐a]pyridines Using α,β‐Unsaturated Ketones](/_next/image?url=%2F_next%2Fstatic%2Fmedia%2Fplaceholder.5ca6fc18.png&w=256&q=75)
![B(C6F5)3‐Catalysed Alkylation of Imidazo[1,2‐a]pyridines Using α,β‐Unsaturated Ketones](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158444_fig_0001_a_36fd5c002c.png&w=256&q=75)
![B(C6F5)3‐Catalysed Alkylation of Imidazo[1,2‐a]pyridines Using α,β‐Unsaturated Ketones](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158499_fig_0001_a_8463b1bf14.png&w=256&q=75)
![B(C6F5)3‐Catalysed Alkylation of Imidazo[1,2‐a]pyridines Using α,β‐Unsaturated Ketones](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158504_gra_0001_a_6653df00f8.png&w=256&q=75)
