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Issue 16, 2019
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Synthesis of 4-styrylcoumarins via FeCl3-promoted cascade reactions of propargylamines with β-keto esters

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Abstract

A versatile and highly regioselective FeCl3-promoted tandem cyclization reaction of in situ generated alkynyl o-quinone methides (o-AQMs) with β-keto esters has been developed on the basis of the mode involving an intermolecular 1,4-conjugate addition/alkyne–allene isomerization/intramolecular transesterification/isomerization cascade. Using this method, a variety of diversely substituted 4-styryl-2H-chromen-2-ones were prepared with good efficiency and exclusive site-selectivity.

Graphical abstract: Synthesis of 4-styrylcoumarins via FeCl3-promoted cascade reactions of propargylamines with β-keto esters

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Publication details

The article was received on 09 Feb 2019, accepted on 20 Mar 2019 and first published on 03 Apr 2019


Article type: Paper
DOI: 10.1039/C9OB00323A
Citation: Org. Biomol. Chem., 2019,17, 4005-4013

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    Synthesis of 4-styrylcoumarins via FeCl3-promoted cascade reactions of propargylamines with β-keto esters

    L. Yan, X. Cai, X. He, H. Wang, M. Xie, Y. Zuo and Y. Shang, Org. Biomol. Chem., 2019, 17, 4005
    DOI: 10.1039/C9OB00323A

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