Construction of an Axially Chiral Fluorene Nitrile-Based Framework via Benzannulation of Indene Diene with Benzoylacetonitrile

The methodology for the synthesis of fluorene-based atropisomers was developed via the strategy of aromatic ring formation. By this strategy, an efficient benzannulation of indene-based diene with benzoylacetonitrile divergently promoted by DABCO and a chiral organocatalyst was established, and vari...

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Bibliographic Details
Published in:Organic letters 2022-11, Vol.24 (45), p.8277-8282
Main Authors: Deng, Yi-Hang, Qin, Lei, Li, Ran, Wang, Yan-Bo, Zhu, Jun-Yan, Fu, Ji-Ya, Zhang, Chuan-Bao, Zhao, Lili
Format: Article
Language:English
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Summary:The methodology for the synthesis of fluorene-based atropisomers was developed via the strategy of aromatic ring formation. By this strategy, an efficient benzannulation of indene-based diene with benzoylacetonitrile divergently promoted by DABCO and a chiral organocatalyst was established, and various atropisomeric fluorene-based skeletons were generated in good yields, which not only provide a new strategy for the construction of atropisomeric biaryls but also offer a new member to the atropisomeric family.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c03179