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Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters
Author(s) -
Nikitas Nikolaos F.,
Apostolopoulou Mary K.,
Skolia Elpida,
Tsoukaki Anna,
Kokotos Christoforos G.
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202100655
Subject(s) - chemistry , moclobemide , organic chemistry , photocatalysis , combinatorial chemistry , photochemistry , catalysis , anxiety , psychology , psychiatry , antidepressant
A cheap, facile and metal‐free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen‐9‐one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one‐pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.