What is it about?
At room temperature using Pd/TiO2 under LED light, dehydrogenation of 1° amines followed by amine–imine exchange and subsequent hydrogenation of the imines gives 2° amines. hetero-coupling of different amines (using light) and amine–amine coupling (using light) followed by alkylation with alcohols (using light) in one-pot operation became also possible.
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Why is it important?
Only byproduces ammonia. Applicability for one-pot pharmaceutical synthesis of a drug used for irritable bowel syndrome, Alverine, was demonstrated by a photocatalytic reaction sequence of self-condensation of an amine followed by N-alkylation of the resulting secondary amine with an alcohol.
Perspectives
Using amines and alcohols, so many drugs and their candidate compounds could be easily synthesized using light energy (LED) without mandating the formation of salt wastes.
Professor Susumu SAITO
Nagoya Univ
Read the Original
This page is a summary of: Pd/TiO2-Photocatalyzed Self-Condensation of Primary Amines To Afford Secondary Amines at Ambient Temperature, Organic Letters, November 2018, American Chemical Society (ACS),
DOI: 10.1021/acs.orglett.8b03271.
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