Premium
Direct Synthesis of Polysubstituted Aldehydes via Visible‐Light Catalysis
Author(s) -
Wu Fengjin,
Wang Leifeng,
Chen Jiean,
Nicewicz David A.,
Huang Yong
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201712384
Subject(s) - photoredox catalysis , chemistry , alkyl , catalysis , olefin fiber , combinatorial chemistry , aldehyde , functional group , organic chemistry , visible spectrum , salt (chemistry) , photocatalysis , materials science , optoelectronics , polymer
Aldehydes are among the most versatile functional groups for synthetic chemistry. However, access to polysubstituted alkyl aldehydes is very limited and requires lengthy synthetic routes that involve multiple‐step functional‐group conversion. This paper reports a one‐step synthesis of polysubstituted aldehydes from readily available olefin substrates using visible‐light photoredox catalysis. Despite a number of competing reaction pathways, commercial styrenes react with vinyl ethers selectively in the presence of an acridinium salt photooxidant and a disulfide hydrogen‐atom‐transfer catalyst under blue LED irradiation. Alkyl aldehydes with different substitution patterns are prepared in good yields. This strategy can be applied to structurally sophisticated substrates.