Synthesis of Tetrahydroquinolines via Borrowing Hydrogen Methodology Using a Manganese PN3 Pincer Catalyst

A straightforward and selective synthesis of 1,2,3,4-tetrahydroquinolines starting from 2-aminobenzyl alcohols and simple secondary alcohols is reported. This one-pot cascade reaction is based on the borrowing hydrogen methodology promoted by a manganese(I) PN 3 pincer complex. The reaction selectiv...

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Veröffentlicht in:Organic letters 2020-10, Vol.22 (20), p.7964-7970
Hauptverfasser: Hofmann, Natalie, Homberg, Leonard, Hultzsch, Kai C
Format: Artikel
Sprache:eng
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Zusammenfassung:A straightforward and selective synthesis of 1,2,3,4-tetrahydroquinolines starting from 2-aminobenzyl alcohols and simple secondary alcohols is reported. This one-pot cascade reaction is based on the borrowing hydrogen methodology promoted by a manganese(I) PN 3 pincer complex. The reaction selectively leads to 1,2,3,4-tetrahydroquinolines thanks to a targeted choice of base. This strategy provides an atom-efficient pathway with water as the only byproduct. In addition, no further reducing agents are required.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c02905