Work

Brønsted acid-catalysed conjugate addition of photochemically generated α-amino radicals to alkenylpyridines

Year: 2016

Type: article

Abstract: The conjugate addition of α-amino radicals to alkenylpyridines has been accomplished by the synergistic merger of Brønsted acid and visible light photoredox catalysis. Key to reaction development was the protonation of the alkenylpyridines that transiently generated a highly reactive, electrophilic pseudo-iminium ion intermediate. Initial investigations using chiral phosphoric acids provide clues on the feasibility of an enantioselective catalytic variant.

Source: Chemical Communications

DOI: 10.1039/c5cc10401g

Authors: Hamish B. Hepburn, Paolo Melchiorre

Institutions: Institut Català d'Investigació Química, Barcelona Institute of Science and Technology, Institució Catalana de Recerca i Estudis Avançats

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

OpenAlex ID: W2258317690

FWCI: 4.078

Cites: 36

Cited by: 92

Related to: 10