Visible Light Induced EDA‐mediated Deaminative C‐2 Alkylation of Heterocyclic‐ <i>N</i> ‐Oxides using Katritzky salts

Abstract

Abstract Herein, a direct C‐2 alkylation of Heterocyclic‐ N ‐oxides with alkyl amines as Katritzky salts via visible‐light induced deaminative approach was developed. Mechanistic studies revealed that Katritzky salts and base were involved to generate an EDA complex, which underwent intermolecular single electron transfer ( SET ) to give an alkyl radical intermediate. Finally, the alkyl radical intermediate further underwent‐addition with heterocyclic‐ N ‐oxide substrates to access the desired products with 63–94% yield. The method worked well with quinoline‐ N ‐oxides, pyridine‐ N ‐oxides, and benzopyrazine‐ N ‐oxides.

Topics & Concepts