AI Article Synopsis
- Two eco-friendly methods are described for synthesizing quinazolines using simple starting materials: one involves 2-aminobenzylamine and benzyl alcohol, while the other uses 2-aminobenzylalcohol and benzonitrile.
- These reactions are catalyzed by affordable nickel catalysts that are easy to make and feature specific tetraaza macrocyclic ligands.
- The processes yield a variety of substituted quinazolines in moderate to high amounts, and additional tests helped clarify the mechanisms and confirm the acceptorless dehydrogenative nature of the reactions.
Article Abstract
Two environmentally benign methods for the synthesis of quinazolines via acceptorless dehydrogenative coupling of 2-aminobenzylamine with benzyl alcohol (Path A) and 2-aminobenzylalcohol with benzonitrile (Path B), catalyzed by cheap, earth abundant and easy to prepare nickel catalysts, containing tetraaza macrocyclic ligands (tetramethyltetraaza[14]annulene (MeTAA) or 6,15-dimethyl-8,17-diphenyltetraaza[14]annulene (MePhTAA)) are reported. A wide variety of substituted quinazolines were synthesized in moderate to high yields starting from cheap and easily available starting precursors. A few control reactions were performed to understand the mechanism and to establish the acceptorless dehydrogenative nature of the catalytic reactions.
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| http://dx.doi.org/10.1021/acs.joc.8b01479 | DOI Listing |
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