Convenient Synthesis of 2-Amino-4H-chromenes from Photochemically Generated o-Quinone Methides and Malononitrile

2‐Amino‐4H‐chromenes were synthesized in moderate to good yields by the reaction of o‐quinone methides photochemically generated from o‐(dimethylaminomethyl)phenols with malononitrile. This method was applicable to the synthesis of fluorinated chromenes that were difficult to obtain by other methods...

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Veröffentlicht in:Journal of heterocyclic chemistry 2015-01, Vol.52 (1), p.59-66
Hauptverfasser: Fujiwara, Makoto, Sakamoto, Masanori, Komeyama, Kimihiro, Yoshida, Hiroto, Takaki, Ken
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Sprache:eng
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Zusammenfassung:2‐Amino‐4H‐chromenes were synthesized in moderate to good yields by the reaction of o‐quinone methides photochemically generated from o‐(dimethylaminomethyl)phenols with malononitrile. This method was applicable to the synthesis of fluorinated chromenes that were difficult to obtain by other methods. In addition, o‐(hydroxymethyl)phenols could be used for the reaction in the presence of tertiary amine bases.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.1964