Aerobic Oxidative EDA Catalysis: Synthesis of Tetrahydroquinolines Using an Organocatalytic EDA Active Acceptor
Journal article, 2022

A catalytic electron donor-acceptor (EDA) complex for the visible-light-driven annulation reaction between activated alkenes and N,N-substituted dialkyl anilines is reported. The key photoactive complex is formed in situ between dialkylated anilines as donors and 1,2-dibenzoylethylene as a catalytic acceptor. The catalytic acceptor is regenerated by aerobic oxidation. Investigations into the mechanism are provided, revealing a rare example of a catalytic acceptor in photoactive EDA complexes that can give access to selective functionalization of aromatic amines under mild photochemical conditions.

Author

August Runemark

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry

Henrik Sundén

Chalmers, Chemistry and Chemical Engineering, Chemistry and Biochemistry

University of Gothenburg

Journal of Organic Chemistry

0022-3263 (ISSN) 1520-6904 (eISSN)

Vol. 87 2 1457-1469

Singlet fission in self-assembly materials

Formas (2019-00699), 2020-01-01 -- 2022-12-31.

Subject Categories

Biochemistry and Molecular Biology

Biocatalysis and Enzyme Technology

Organic Chemistry

DOI

10.1021/acs.joc.1c02776

PubMed

35005960

More information

Latest update

2/1/2022 8