Oxygen Switch in Visible-Light Photoredox Catalysis: Radical Additions and Cyclizations and Unexpected C–C-Bond Cleavage Reactions
作者:Shaoqun Zhu、Arindam Das、Lan Bui、Hanjun Zhou、Dennis P. Curran、Magnus Rueping
DOI:10.1021/ja309580a
日期:2013.2.6
oxygen, a radical addition/cyclization reaction occurred which resulted in the formation of tetrahydroquinoline derivatives in good yields under mild reaction conditions. The intramolecular version of the radical addition led to the unexpected formation of indole-3-carboxaldehyde derivatives. Mechanistic investigations of this reaction cascade uncovered a new photoredoxcatalyzed C-C bond cleavage reaction
We describe a three-componentreaction of malononitrile, benzaldehyde and N,N-dimethylaniline using aluminium doped CdSeS/CdZnSeS(Al)/ZnS quantum dots (QDs) as visible light catalysts to synthesize α-aminobutyrilitriles at room temperature and under mild conditions. The reactions exhibit high functional group tolerance, and the well dispersed quantum dot catalysts are highly efficient with a turnover
A metal-free, atom and redox-economical approach for the assembly of C–C bonds has been developed using oligofluorene-based hypercrosslinked polymers as the recoverable and reusable photocatalysts under visible-light irradiation.