Work

Regioselective Electrosynthesis of Substituted (deuterated) Pyridines Through Enamine‐Iminium Cross‐Coupling

Year: 2026

Type: article

Abstract: An electrochemical protocol for the regioselective synthesis of multi-substituted pyridines via a (3+3) annulation is described. The strategy utilizes enamine-iminium cross-coupling to construct the pyridine core with high functional group tolerance under mild reaction conditions. Alongside, C5-deuterated pyridines are achieved in a single step using deuterium oxide as the inexpensive deuterium source. In addition to the electro-redox events, electrogenerated acid (EGA) plays a decisive role in key bond-forming steps. Mechanistic studies, including control experiments and cyclic voltammetry, reveal the involvement of EGA and assist in identifying crucial reaction intermediates. The synthetic utility of the method is showcased by post-annulation derivatization, affording a diverse library of pyridine derivatives.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202521953

Authors: Jhilik Dutta, Sayan Ghosh, Suman De Sarkar

Institution: Indian Institute of Science Education and Research Kolkata

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Department of Science and Technology, Ministry of Science and Technology, India, Indian Institute of Science Education and Research Mohali, Indian Institute of Science Education and Research Kolkata, Science and Engineering Research Board

Award: G4229602253