Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 18, Pages 11154-11166Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01479
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Funding
- CSIR, New Delhi [01(5234)/15]
- DST [YSS/2015/001552]
- CSIR
- RJNF
- IIETS
- UGC
- IIESTS
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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-dimethy1-8,17-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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