Premium
Aerobic Oxidation of Alkynes to 1,2‐Diketones by Organic Photoredox Catalysis
Author(s) -
Qin HaiTao,
Xu Xiao,
Liu Feng
Publication year - 2017
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201700061
Subject(s) - photooxygenation , chemistry , catalysis , biphenyl , photoredox catalysis , photochemistry , organic synthesis , organic chemistry , photocatalysis , singlet oxygen , oxygen
A method for the synthesis of 1,2‐diketones through the mild and metal‐free catalytic photooxygenation of alkynes is described. This reaction, using 9,10‐dicyanoanthracene as a catalytic sensitizer with/without biphenyl as a co‐sensitizer, readily furnished a variety of desired products upon visible‐light irradiation. Mechanistic studies indicated that a radical cation process might have been involved. This report provides the first examples of the transformation of alkynes via acetenyl radical cation intermediates, which have thus far not been explored in organic synthesis.