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Organocatalytic Fluorogenic Synthesis of Chromenes.

ABSTRACT: Two fluorescent derivatives of 2-amino-3-carbonitrile-4H-chromene were synthesized by means of a fluorogenic Michael addition of dimedone to dicyano alkene labeled BODIPY derivatives. Different organocatalysts were used in different conditions to obtain compounds 3 and 4 in good yield (up to 65% and 85%) and moderate enantiomeric excess (51% and 41% ee, respectively). This work provides the first example of an enantioselective organocatalytic conversion combined with fluorogenesis.

SUBMITTER: Raeisolsadati Oskouei M

PROVIDER: S-EPMC5393152 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Organocatalytic Fluorogenic Synthesis of Chromenes.

Raeisolsadati Oskouei Mina M Brouwer Albert M AM

Journal of fluorescence 20170221 3

Two fluorescent derivatives of 2-amino-3-carbonitrile-4H-chromene were synthesized by means of a fluorogenic Michael addition of dimedone to dicyano alkene labeled BODIPY derivatives. Different organocatalysts were used in different conditions to obtain compounds 3 and 4 in good yield (up to 65% and 85%) and moderate enantiomeric excess (51% and 41% ee, respectively). This work provides the first example of an enantioselective organocatalytic conversion combined with fluorogenesis. ...[more]

PMID: 28224357

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